tert-Butyl 4-amino-2-chlorobenzylcarbamate

Name: tert-Butyl 4-amino-2-chlorobenzylcarbamate
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CAS No. 400720-72-1
Cat. No. CS-0533778
Purity≥97%
MDL No.None

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tert-Butyl 4-amino-2-chlorobenzylcarbamate|CS-0533778

Structure of 400720-72-1

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General Information

CAS No. 400720-72-1
Cat. No. CS-0533778
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₇ClN₂O₂
Molecular Weight 256.73
Synonym(s) N-Boc-4-amino-2-chlorobenzylamine
SMILES O=C(NCC1=CC=C(C=C1Cl)N)OC(C)(C)C

Description

tert-Butyl 4-amino-2-chlorobenzylcarbamate features a bench-stable carbamate protecting group that enables selective deprotection under mild acidic conditions. The para-amino and ortho-chloro substituents provide complementary reactivity for late-stage functionalization in medicinal chemistry. This scaffold integrates readily into peptidomimetic architectures and supports efficient derivatization in synthetic routes requiring orthogonal protection strategies.

Application

tert-Butyl 4-amino-2-chlorobenzylcarbamate serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted anilines and heterocyclic scaffolds. The ortho-chloro group facilitates palladium-catalyzed cross-coupling reactions, while the protected amine allows for selective functionalization. Its bench-stable tert-butyl carbamate moiety simplifies purification and enables orthogonal deprotection under mild acidic conditions.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

TPSA 64.35
LogP 2.9469
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl 4-amino-2-chlorobenzylcarbamate

CAS No. 400720-72-1

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