tert-Butyl (R)-(1-(4-bromophenyl)-2-hydroxyethyl)carbamate

Name: tert-Butyl (R)-(1-(4-bromophenyl)-2-hydroxyethyl)carbamate
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CAS No. 849178-85-4
Cat. No. CS-0132981
Molecule weight316.19
Purity≥97%
MDL No.MFCD28148212

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tert-Butyl (R)-(1-(4-bromophenyl)-2-hydroxyethyl)carbamate|CS-0132981

Structure of 849178-85-4

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General Information

CAS No. 849178-85-4
Cat. No. CS-0132981
Purity ≥97%
MDL No. MFCD28148212
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈BrNO₃
Molecular Weight 316.19
Synonym(s) tert-butyl N-[(1R)-1-(4-bromophenyl)-2-hydroxyethyl]carbamate
SMILES O=C(OC(C)(C)C)N[C@H](C1=CC=C(Br)C=C1)CO

Description

tert-Butyl (R)-(1-(4-bromophenyl)-2-hydroxyethyl)carbamate is a chiral building block featuring a stereodefined hydroxyl-bearing side chain flanked by a para-brominated phenyl group and a carbamate-protected amine. This configuration enables direct incorporation into asymmetric synthesis workflows, where the pendant hydroxyl supports further derivatization or serves as a handle for stereocontrolled transformations. The tert-butyl carbamate moiety provides stability under standard bench conditions while allowing selective deprotection in downstream applications.

Application

tert-Butyl (R)-(1-(4-bromophenyl)-2-hydroxyethyl)carbamate serves as a chiral building block for the synthesis of bioactive molecules, enabling stereoselective transformations via its pendant hydroxyl and bromide functionalities. The carbamate group provides stability and facilitates purification, while the aryl bromide supports palladium-catalyzed cross-coupling reactions. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for medicinal chemistry and process development 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

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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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tert-Butyl (R)-(1-(4-bromophenyl)-2-hydroxyethyl)carbamate

CAS No. 849178-85-4

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