tert-Butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Name: tert-Butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
Brand: ChemScene
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CAS No. 165727-45-7
Cat. No. CS-0135118
Purity≥98%
MDL No.MFCD02183480

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FedEx Limited Quantities Ground	$0.00
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tert-Butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate|CS-0135118

Structure of 165727-45-7

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Description

tert-Butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate features a chiral, stereodefined backbone with a pendant hydroxyl and chlorinated side chain, enabling selective functionalization in asymmetric synthesis. The tert-butyl carbamate group provides stability and convenient deprotection under mild acidic conditions. This scaffold integrates readily into complex molecular architectures requiring precise stereocontrol.

Application

tert-Butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate serves as a stereochemically defined chiral building block for the synthesis of bioactive molecules. The molecule features a tertiary amine protected as a Boc carbamate, a pendant hydroxyl group, and a chloro-substituted alkyl chain, enabling sequential functionalization. Its bench-stable nature and orthogonal reactivity facilitate efficient late-stage diversification in medicinal chemistry campaigns.

General Information

CAS No. 165727-45-7
Cat. No. CS-0135118
Purity ≥98%
MDL No. MFCD02183480
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₂ClNO₃
Molecular Weight 299.79
Synonym(s) tert-butyl [(1S,2S)-1-benzyl-3-chloro-2-hydroxypropyl]carbamate
SMILES O=C(OC(C)(C)C)N[C@@H](CC1=CC=CC=C1)[C@H](O)CCl

Computational Chemistry Data

TPSA 58.56
LogP 2.7221
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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tert-Butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

CAS No. 165727-45-7

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