diff --git a/CHANGELOG.md b/CHANGELOG.md
index 5e5326f04b..689835ffc9 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -2,6 +2,13 @@
 
 All notable changes to this project will be documented in this file. See [standard-version](https://github.com/conventional-changelog/standard-version) for commit guidelines.
 
+## [1.100.0](https://github.com/aws/jsii/compare/v1.99.0...v1.100.0) (2024-06-13)
+
+
+### Bug Fixes
+
+* **python:** incorrect escaped characters cause warnings ([#4538](https://github.com/aws/jsii/issues/4538)) ([c5975d5](https://github.com/aws/jsii/commit/c5975d50e37044d25238d5a724a499ee6976d8ba)), closes [#4532](https://github.com/aws/jsii/issues/4532) [#4532](https://github.com/aws/jsii/issues/4532)
+
 ## [1.99.0](https://github.com/aws/jsii/compare/v1.98.0...v1.99.0) (2024-06-03)
 
 
diff --git a/gh-pages/requirements-dev.txt b/gh-pages/requirements-dev.txt
index 6611f2c3ea..bcbc1aa058 100644
--- a/gh-pages/requirements-dev.txt
+++ b/gh-pages/requirements-dev.txt
@@ -1,4 +1,4 @@
 mkdocs~=1.6.0
 mkdocs-awesome-pages-plugin~=2.9.2
-mkdocs-material~=9.5.25
+mkdocs-material~=9.5.26
 mkdocs-git-revision-date-plugin~=0.3.2
diff --git a/lerna.json b/lerna.json
index c07eb2e95e..3054ec1a36 100644
--- a/lerna.json
+++ b/lerna.json
@@ -12,6 +12,6 @@
       "rejectCycles": true
     }
   },
-  "version": "1.99.0",
+  "version": "1.100.0",
   "$schema": "node_modules/lerna/schemas/lerna-schema.json"
 }
diff --git a/packages/@jsii/go-runtime-test/project/go.mod b/packages/@jsii/go-runtime-test/project/go.mod
index 49025e06eb..21891f68e4 100644
--- a/packages/@jsii/go-runtime-test/project/go.mod
+++ b/packages/@jsii/go-runtime-test/project/go.mod
@@ -9,7 +9,7 @@ require (
 	github.com/aws/jsii/jsii-calc/go/scopejsiicalclib v0.0.0-devpreview
 	github.com/stretchr/testify v1.9.0
 	golang.org/x/lint v0.0.0-20210508222113-6edffad5e616
-	golang.org/x/tools v0.21.0
+	golang.org/x/tools v0.22.0
 )
 
 require (
@@ -21,8 +21,8 @@ require (
 	github.com/mattn/go-isatty v0.0.20 // indirect
 	github.com/pmezard/go-difflib v1.0.0 // indirect
 	github.com/yuin/goldmark v1.4.13 // indirect
-	golang.org/x/mod v0.17.0 // indirect
-	golang.org/x/sys v0.20.0 // indirect
+	golang.org/x/mod v0.18.0 // indirect
+	golang.org/x/sys v0.21.0 // indirect
 	gopkg.in/yaml.v3 v3.0.1 // indirect
 )
 
diff --git a/packages/@jsii/go-runtime-test/project/go.sum b/packages/@jsii/go-runtime-test/project/go.sum
index 89acc6e783..e8dcd9b558 100644
--- a/packages/@jsii/go-runtime-test/project/go.sum
+++ b/packages/@jsii/go-runtime-test/project/go.sum
@@ -22,6 +22,8 @@ golang.org/x/lint v0.0.0-20210508222113-6edffad5e616/go.mod h1:3xt1FjdF8hUf6vQPI
 golang.org/x/mod v0.1.1-0.20191105210325-c90efee705ee/go.mod h1:QqPTAvyqsEbceGzBzNggFXnrqF1CaUcvgkdR5Ot7KZg=
 golang.org/x/mod v0.17.0 h1:zY54UmvipHiNd+pm+m0x9KhZ9hl1/7QNMyxXbc6ICqA=
 golang.org/x/mod v0.17.0/go.mod h1:hTbmBsO62+eylJbnUtE2MGJUyE7QWk4xUqPFrRgJ+7c=
+golang.org/x/mod v0.18.0 h1:5+9lSbEzPSdWkH32vYPBwEpX8KwDbM52Ud9xBUvNlb0=
+golang.org/x/mod v0.18.0/go.mod h1:hTbmBsO62+eylJbnUtE2MGJUyE7QWk4xUqPFrRgJ+7c=
 golang.org/x/net v0.0.0-20190404232315-eb5bcb51f2a3/go.mod h1:t9HGtf8HONx5eT2rtn7q6eTqICYqUVnKs3thJo3Qplg=
 golang.org/x/net v0.0.0-20190620200207-3b0461eec859/go.mod h1:z5CRVTTTmAJ677TzLLGU+0bjPO0LkuOLi4/5GtJWs/s=
 golang.org/x/sync v0.0.0-20190423024810-112230192c58/go.mod h1:RxMgew5VJxzue5/jJTE5uejpjVlOe/izrB70Jof72aM=
@@ -32,10 +34,14 @@ golang.org/x/sys v0.0.0-20220811171246-fbc7d0a398ab/go.mod h1:oPkhp1MJrh7nUepCBc
 golang.org/x/sys v0.6.0/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.20.0 h1:Od9JTbYCk261bKm4M/mw7AklTlFYIa0bIp9BgSm1S8Y=
 golang.org/x/sys v0.20.0/go.mod h1:/VUhepiaJMQUp4+oa/7Zr1D23ma6VTLIYjOOTFZPUcA=
+golang.org/x/sys v0.21.0 h1:rF+pYz3DAGSQAxAu1CbC7catZg4ebC4UIeIhKxBZvws=
+golang.org/x/sys v0.21.0/go.mod h1:/VUhepiaJMQUp4+oa/7Zr1D23ma6VTLIYjOOTFZPUcA=
 golang.org/x/text v0.3.0/go.mod h1:NqM8EUOU14njkJ3fqMW+pc6Ldnwhi/IjpwHt7yyuwOQ=
 golang.org/x/tools v0.0.0-20200130002326-2f3ba24bd6e7/go.mod h1:TB2adYChydJhpapKDTa4BR/hXlZSLoq2Wpct/0txZ28=
 golang.org/x/tools v0.21.0 h1:qc0xYgIbsSDt9EyWz05J5wfa7LOVW0YTLOXrqdLAWIw=
 golang.org/x/tools v0.21.0/go.mod h1:aiJjzUbINMkxbQROHiO6hDPo2LHcIPhhQsa9DLh0yGk=
+golang.org/x/tools v0.22.0 h1:gqSGLZqv+AI9lIQzniJ0nZDRG5GBPsSi+DRNHWNz6yA=
+golang.org/x/tools v0.22.0/go.mod h1:aCwcsjqvq7Yqt6TNyX7QMU2enbQ/Gt0bo6krSeEri+c=
 golang.org/x/xerrors v0.0.0-20191011141410-1b5146add898/go.mod h1:I/5z698sn9Ka8TeJc9MKroUUfqBBauWjQqLJ2OPfmY0=
 gopkg.in/check.v1 v0.0.0-20161208181325-20d25e280405 h1:yhCVgyC4o1eVCa2tZl7eS0r+SDo693bJlVdllGtEeKM=
 gopkg.in/check.v1 v0.0.0-20161208181325-20d25e280405/go.mod h1:Co6ibVJAznAaIkqp8huTwlJQCZ016jof/cbN4VW5Yz0=
diff --git a/packages/@jsii/go-runtime/jsii-runtime-go/go.mod b/packages/@jsii/go-runtime/jsii-runtime-go/go.mod
index 3ee84cfc5a..a4ea74fbf8 100644
--- a/packages/@jsii/go-runtime/jsii-runtime-go/go.mod
+++ b/packages/@jsii/go-runtime/jsii-runtime-go/go.mod
@@ -8,7 +8,7 @@ require (
 	github.com/mattn/go-isatty v0.0.20
 	github.com/stretchr/testify v1.9.0
 	golang.org/x/lint v0.0.0-20210508222113-6edffad5e616
-	golang.org/x/tools v0.21.0
+	golang.org/x/tools v0.22.0
 )
 
 require (
@@ -16,8 +16,8 @@ require (
 	github.com/mattn/go-colorable v0.1.13 // indirect
 	github.com/pmezard/go-difflib v1.0.0 // indirect
 	github.com/yuin/goldmark v1.4.13 // indirect
-	golang.org/x/mod v0.17.0 // indirect
-	golang.org/x/sys v0.20.0 // indirect
+	golang.org/x/mod v0.18.0 // indirect
+	golang.org/x/sys v0.21.0 // indirect
 	gopkg.in/yaml.v3 v3.0.1 // indirect
 )
 
diff --git a/packages/@jsii/go-runtime/jsii-runtime-go/go.sum b/packages/@jsii/go-runtime/jsii-runtime-go/go.sum
index 89acc6e783..4d73360eac 100644
--- a/packages/@jsii/go-runtime/jsii-runtime-go/go.sum
+++ b/packages/@jsii/go-runtime/jsii-runtime-go/go.sum
@@ -20,8 +20,8 @@ golang.org/x/crypto v0.0.0-20191011191535-87dc89f01550/go.mod h1:yigFU9vqHzYiE8U
 golang.org/x/lint v0.0.0-20210508222113-6edffad5e616 h1:VLliZ0d+/avPrXXH+OakdXhpJuEoBZuwh1m2j7U6Iug=
 golang.org/x/lint v0.0.0-20210508222113-6edffad5e616/go.mod h1:3xt1FjdF8hUf6vQPIChWIBhFzV8gjjsPE/fR3IyQdNY=
 golang.org/x/mod v0.1.1-0.20191105210325-c90efee705ee/go.mod h1:QqPTAvyqsEbceGzBzNggFXnrqF1CaUcvgkdR5Ot7KZg=
-golang.org/x/mod v0.17.0 h1:zY54UmvipHiNd+pm+m0x9KhZ9hl1/7QNMyxXbc6ICqA=
-golang.org/x/mod v0.17.0/go.mod h1:hTbmBsO62+eylJbnUtE2MGJUyE7QWk4xUqPFrRgJ+7c=
+golang.org/x/mod v0.18.0 h1:5+9lSbEzPSdWkH32vYPBwEpX8KwDbM52Ud9xBUvNlb0=
+golang.org/x/mod v0.18.0/go.mod h1:hTbmBsO62+eylJbnUtE2MGJUyE7QWk4xUqPFrRgJ+7c=
 golang.org/x/net v0.0.0-20190404232315-eb5bcb51f2a3/go.mod h1:t9HGtf8HONx5eT2rtn7q6eTqICYqUVnKs3thJo3Qplg=
 golang.org/x/net v0.0.0-20190620200207-3b0461eec859/go.mod h1:z5CRVTTTmAJ677TzLLGU+0bjPO0LkuOLi4/5GtJWs/s=
 golang.org/x/sync v0.0.0-20190423024810-112230192c58/go.mod h1:RxMgew5VJxzue5/jJTE5uejpjVlOe/izrB70Jof72aM=
@@ -30,12 +30,12 @@ golang.org/x/sys v0.0.0-20190215142949-d0b11bdaac8a/go.mod h1:STP8DvDyc/dI5b8T5h
 golang.org/x/sys v0.0.0-20190412213103-97732733099d/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20220811171246-fbc7d0a398ab/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.6.0/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
-golang.org/x/sys v0.20.0 h1:Od9JTbYCk261bKm4M/mw7AklTlFYIa0bIp9BgSm1S8Y=
-golang.org/x/sys v0.20.0/go.mod h1:/VUhepiaJMQUp4+oa/7Zr1D23ma6VTLIYjOOTFZPUcA=
+golang.org/x/sys v0.21.0 h1:rF+pYz3DAGSQAxAu1CbC7catZg4ebC4UIeIhKxBZvws=
+golang.org/x/sys v0.21.0/go.mod h1:/VUhepiaJMQUp4+oa/7Zr1D23ma6VTLIYjOOTFZPUcA=
 golang.org/x/text v0.3.0/go.mod h1:NqM8EUOU14njkJ3fqMW+pc6Ldnwhi/IjpwHt7yyuwOQ=
 golang.org/x/tools v0.0.0-20200130002326-2f3ba24bd6e7/go.mod h1:TB2adYChydJhpapKDTa4BR/hXlZSLoq2Wpct/0txZ28=
-golang.org/x/tools v0.21.0 h1:qc0xYgIbsSDt9EyWz05J5wfa7LOVW0YTLOXrqdLAWIw=
-golang.org/x/tools v0.21.0/go.mod h1:aiJjzUbINMkxbQROHiO6hDPo2LHcIPhhQsa9DLh0yGk=
+golang.org/x/tools v0.22.0 h1:gqSGLZqv+AI9lIQzniJ0nZDRG5GBPsSi+DRNHWNz6yA=
+golang.org/x/tools v0.22.0/go.mod h1:aCwcsjqvq7Yqt6TNyX7QMU2enbQ/Gt0bo6krSeEri+c=
 golang.org/x/xerrors v0.0.0-20191011141410-1b5146add898/go.mod h1:I/5z698sn9Ka8TeJc9MKroUUfqBBauWjQqLJ2OPfmY0=
 gopkg.in/check.v1 v0.0.0-20161208181325-20d25e280405 h1:yhCVgyC4o1eVCa2tZl7eS0r+SDo693bJlVdllGtEeKM=
 gopkg.in/check.v1 v0.0.0-20161208181325-20d25e280405/go.mod h1:Co6ibVJAznAaIkqp8huTwlJQCZ016jof/cbN4VW5Yz0=
diff --git a/packages/@jsii/python-runtime/tests/README.md b/packages/@jsii/python-runtime/tests/README.md
index 8cfb8ba88c..ef07a15395 100644
--- a/packages/@jsii/python-runtime/tests/README.md
+++ b/packages/@jsii/python-runtime/tests/README.md
@@ -1,7 +1,7 @@
 # Python jsii runtime tests
 ## Development Iteration
 
-When iterating on the jsii runtime for Python, the develomer must run
+When iterating on the jsii runtime for Python, the developer must run
 `yarn build` before making a subsequent attempt at running `pytest` (e.g: via
 `yarn test`). This is because the tests run on the code installed in `.env` and
 this is updated only by `yarn build`.
diff --git a/packages/jsii-pacmak/lib/targets/python.ts b/packages/jsii-pacmak/lib/targets/python.ts
index 3ebd6c05fe..0a1e6542ce 100644
--- a/packages/jsii-pacmak/lib/targets/python.ts
+++ b/packages/jsii-pacmak/lib/targets/python.ts
@@ -44,6 +44,7 @@ const requirementsFile = path.resolve(
 // we use single-quotes for multi-line strings to allow examples within the
 // docstrings themselves to include double-quotes (see https://github.com/aws/jsii/issues/2569)
 const DOCSTRING_QUOTES = "'''";
+const RAW_DOCSTRING_QUOTES = `r${DOCSTRING_QUOTES}`;
 
 export default class Python extends Target {
   protected readonly generator: PythonGenerator;
@@ -1902,7 +1903,7 @@ class PythonModule implements PythonType {
    */
   private emitModuleDocumentation(code: CodeMaker) {
     if (this.moduleDocumentation) {
-      code.line(DOCSTRING_QUOTES);
+      code.line(RAW_DOCSTRING_QUOTES); // raw string so that python does not attempt to interpret invalid escapes that are valid in markdown
       code.line(this.moduleDocumentation);
       code.line(DOCSTRING_QUOTES);
     }
diff --git a/packages/jsii-pacmak/test/generated-code/__snapshots__/target-python.test.js.snap b/packages/jsii-pacmak/test/generated-code/__snapshots__/target-python.test.js.snap
index 1cbca68ca2..ab78f626e0 100644
--- a/packages/jsii-pacmak/test/generated-code/__snapshots__/target-python.test.js.snap
+++ b/packages/jsii-pacmak/test/generated-code/__snapshots__/target-python.test.js.snap
@@ -2072,7 +2072,7 @@ publication.publish()
 exports[`Generated code for "@scope/jsii-calc-lib": <outDir>/python/src/scope/jsii_calc_lib/_jsii/jsii-calc-lib@0.0.0.jsii.tgz 1`] = `python/src/scope/jsii_calc_lib/_jsii/jsii-calc-lib@0.0.0.jsii.tgz is a tarball`;
 
 exports[`Generated code for "@scope/jsii-calc-lib": <outDir>/python/src/scope/jsii_calc_lib/custom_submodule_name/__init__.py 1`] = `
-'''
+r'''
 # Submodule Readme
 
 This is a submodule readme.
@@ -3131,7 +3131,7 @@ setuptools.setup(**kwargs)
 `;
 
 exports[`Generated code for "jsii-calc": <outDir>/python/src/jsii_calc/__init__.py 1`] = `
-'''
+r'''
 # jsii Calculator
 
 This library is used to demonstrate and test the features of JSII
@@ -12265,7 +12265,7 @@ publication.publish()
 `;
 
 exports[`Generated code for "jsii-calc": <outDir>/python/src/jsii_calc/homonymous_forward_references/__init__.py 1`] = `
-'''
+r'''
 Verifies homonymous forward references don't trip the Python type checker
 
 This has been an issue when stub functions were introduced to create a reliable source for type checking
@@ -14019,7 +14019,7 @@ publication.publish()
 `;
 
 exports[`Generated code for "jsii-calc": <outDir>/python/src/jsii_calc/submodule/__init__.py 1`] = `
-'''
+r'''
 # Read you, read me
 
 This is the readme of the \`jsii-calc.submodule\` module.
@@ -14416,7 +14416,7 @@ publication.publish()
 `;
 
 exports[`Generated code for "jsii-calc": <outDir>/python/src/jsii_calc/submodule/isolated/__init__.py 1`] = `
-'''
+r'''
 # Read you, read me
 
 This is the readme of the \`jsii-calc.submodule.isolated\` module.