tert-Butyl (R)-(1-(3-bromophenyl)ethyl)carbamate

Name: tert-Butyl (R)-(1-(3-bromophenyl)ethyl)carbamate
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CAS No. 1187932-25-7
Cat. No. CS-0132997
Purity≥97%
MDL No.MFCD12913696

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl (R)-(1-(3-bromophenyl)ethyl)carbamate|CS-0132997

Structure of 1187932-25-7

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General Information

CAS No. 1187932-25-7
Cat. No. CS-0132997
Purity ≥97%
MDL No. MFCD12913696
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈BrNO₂
Molecular Weight 300.19
Synonym(s) (R)-tert-butyl 1-(3-bromophenyl)ethylcarbamate
SMILES O=C(OC(C)(C)C)N[C@@H](C1=CC=CC(Br)=C1)C

Description

tert-Butyl (R)-(1-(3-bromophenyl)ethyl)carbamate is a chiral building block featuring a stereogenic center flanked by a brominated phenyl group and a carbamate-protected amine. This configuration enables direct incorporation into asymmetric synthesis, where the para-bromophenyl moiety supports transition metal-catalyzed coupling reactions. The tert-butyl carbamate group provides stability and facilitates selective deprotection under mild acidic conditions.

Application

tert-Butyl (R)-(1-(3-bromophenyl)ethyl)carbamate serves as a chiral building block for asymmetric synthesis, enabling the construction of enantiomerically pure benzylamine derivatives. Its tert-butyl carbamate group offers excellent bench stability and facile removal under mild acidic conditions, while the pendant 3-bromophenyl moiety supports palladium-catalyzed cross-coupling reactions. The stereochemical integrity is maintained through standard handling, making it a practical choice for medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  176707-77-0
- ~98%
- In-stock
  
  1187932-25-7
References
- BRISTOL-MYERS SQUIBB COMPANY; HU, Carol Hui; QIAO, Jennifer X.; WANG, Tammy C. Patent: WO2013/151923 A1, 2013 ; Location in patent: Paragraph 00186 ;

Safety Information

Download SDS

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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Computational Chemistry Data

TPSA 38.33
LogP 4.0348
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

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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tert-Butyl (R)-(1-(3-bromophenyl)ethyl)carbamate

CAS No. 1187932-25-7

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