tert-Butyl [(S)-1-(4-bromophenyl)ethyl]carbamate

Name: tert-Butyl [(S)-1-(4-bromophenyl)ethyl]carbamate
Brand: ChemScene
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CAS No. 847728-89-6
Cat. No. CS-D1764
Purity≥97%
MDL No.MFCD11506011

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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tert-Butyl [(S)-1-(4-bromophenyl)ethyl]carbamate|CS-D1764

Structure of 847728-89-6

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General Information

CAS No. 847728-89-6
Cat. No. CS-D1764
Purity ≥97%
MDL No. MFCD11506011
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈BrNO₂
Molecular Weight 300.19
Synonym(s) (S)-[1-(4-BROMO-PHENYL)-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER
SMILES C[C@H](NC(OC(C)(C)C)=O)C1=CC=C(Br)C=C1

Description

tert-Butyl [(S)-1-(4-bromophenyl)ethyl]carbamate is a chiral building block featuring a stereodefined (S)-alkylamine moiety coupled to a para-brominated phenyl group. The tert-butyl carbamate handle enables stable, orthogonal protection of primary amines during synthetic sequences. This compound integrates readily into asymmetric synthesis workflows, where the bromo substituent supports downstream functionalization via palladium-catalyzed cross-coupling reactions.

Application

tert-Butyl [(S)-1-(4-bromophenyl)ethyl]carbamate serves as a chiral building block for asymmetric synthesis, enabling efficient access to enantiomerically pure arylalkylamines. The robust tert-butyl carbamate (Boc) group offers excellent stability under basic conditions and facilitates straightforward removal via mild acidolysis. Its 4-bromophenyl moiety supports diverse cross-coupling reactions, making it ideal for constructing functionalized biaryl scaffolds in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  27298-97-1
- ~98%
- In-stock
  
  847728-89-6
References
- ELI LILLY AND COMPANY; SCHIFFLER, Matthew Allen; YORK, Jeremy Schulenburg Patent: WO2014/4229 A1, 2014 ; Location in patent: Page/Page column 8 ;
Route2
- In-stock
  
  24424-99-5
- In-stock
  
  84499-77-4
- ~%
- In-stock
  
  847728-89-6
References
- WO2012/76063 A1, ; Page/Page column 35 ; WO 2012/076063 A1

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 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 [(S)-1-(4-bromophenyl)ethyl]carbamate

CAS No. 847728-89-6

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