(S)-tert-Butyl (1-(3-bromophenyl)-2-hydroxyethyl)carbamate

Name: (S)-tert-Butyl (1-(3-bromophenyl)-2-hydroxyethyl)carbamate
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CAS No. 910308-92-8
Cat. No. CS-0059816
Molecule weight316.19
Purity≥96%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(S)-tert-Butyl (1-(3-bromophenyl)-2-hydroxyethyl)carbamate|CS-0059816

Structure of 910308-92-8

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General Information

CAS No. 910308-92-8
Cat. No. CS-0059816
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈BrNO₃
Molecular Weight 316.19
Synonym(s) Carbamic acid, [(1S)-1-(3-bromophenyl)-2-hydroxyethyl]-,1,1-dimethylethyl ester
SMILES C(N[C@H](CO)C=1C=C(C=CC1)Br)(=O)OC(C)(C)C

Description

(S)-tert-Butyl (1-(3-bromophenyl)-2-hydroxyethyl)carbamate is a chiral building block featuring a stereogenic center, a pendant hydroxyl group, and a brominated aromatic ring. This configuration enables selective functionalization in asymmetric synthesis, particularly for pharmaceutical intermediates requiring precise stereocontrol. The carbamate moiety offers protection for amine groups under standard reaction conditions, while the para-bromo substituent facilitates subsequent cross-coupling transformations. The molecule exhibits stability under bench conditions and compatibility with common organic solvents.

Application

(S)-tert-Butyl (1-(3-bromophenyl)-2-hydroxyethyl)carbamate serves as a versatile chiral building block in medicinal chemistry, enabling stereoselective synthesis of bioactive molecules. The pendant bromide facilitates palladium-catalyzed cross-coupling reactions, while the protected hydroxyl group offers orthogonal handling in multi-step sequences. Bench-stable and readily purified by flash chromatography, it functions effectively in late-stage functionalization and heterocycle construction workflows.

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

Quality Control

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Computational Chemistry Data

TPSA 58.56
LogP 3.0072
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-tert-Butyl (1-(3-bromophenyl)-2-hydroxyethyl)carbamate

CAS No. 910308-92-8

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