tert-Butyl (2R)-2-(bromomethyl)pyrrolidine-1-carboxylate

Name: tert-Butyl (2R)-2-(bromomethyl)pyrrolidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 1039826-29-3
Cat. No. CS-0048649
Purity≥97%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl (2R)-2-(bromomethyl)pyrrolidine-1-carboxylate|CS-0048649

Structure of 1039826-29-3

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General Information

CAS No. 1039826-29-3
Cat. No. CS-0048649
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₈BrNO₂
Molecular Weight 264.16
Synonym(s) (R)-tert-butyl 2-(bromomethyl)pyrrolidine-1-carboxylate
SMILES CC(C)(C)OC(=O)N1CCC[C@@H]1CBr

Description

tert-Butyl (2R)-2-(bromomethyl)pyrrolidine-1-carboxylate delivers a chiral, bench-stable pyrrolidine scaffold with a reactive bromomethyl handle. This configurationally stable building block integrates seamlessly into asymmetric synthesis workflows, enabling efficient C–C and C–heteroatom bond formation via nucleophilic substitution. The tert-butyl ester group provides enhanced solubility and protection during reaction sequences.

Application

tert-Butyl (2R)-2-(bromomethyl)pyrrolidine-1-carboxylate serves as a versatile chiral building block for medicinal chemistry and asymmetric synthesis. The bromomethyl group enables efficient alkylation reactions, while the pyrrolidine scaffold provides a rigid, stereodefined core. Its bench-stable nature and compatibility with nucleophilic substitution facilitate straightforward incorporation into complex molecular architectures, including heterocyclic scaffolds and bioactive molecules.

Synthesis

Route1
- 59378-81-3
- ~58%
- In-stock
  
  1039826-29-3
References
- AMR TECHNOLOGY, INC. Patent: WO2008/86404 A1, 2008 ; Location in patent: Page/Page column 73 ; WO 2008/086404 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

Quality Control

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Computational Chemistry Data

TPSA 29.54
LogP 2.7808
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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tert-Butyl (2R)-2-(bromomethyl)pyrrolidine-1-carboxylate

CAS No. 1039826-29-3

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