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tert-Butyl (2R,4S)-2-(bromomethyl)-4-methylpyrrolidine-1-carboxylate

CAS 2306253-78-9Formula C11H20BrNO2MW 278.19PubChem 155905493

This is a chiral pyrrolidine derivative featuring a bromomethyl group and a tert-butyl carbamate protecting group. It serves as a versatile building block in organic synthesis, particularly for constructing complex molecules with defined stereochemistry.

Loading RDKit molecule structure...
InChIKey: WUARHZWSFMJLHR-DTWKUNHWSA-NC11H20BrNO2 | MW 278.19

Chemical Identity

Molecular Formula

C11H20BrNO2

Molecular Weight

278.19 g/mol

Exact Mass

277.06774

PubChem CID

155905493

SMILES String

C[C@H]1C[C@H](CBr)N(C(=O)OC(C)(C)C)C1

External Identifiers
starbld0031521

Catalog Overview

tert-Butyl (2R,4S)-2-(bromomethyl)-4-methylpyrrolidine-1-carboxylate is a precisely structured organic compound with the molecular formula C11H20BrNO2 and a molecular weight of 278. 19 g/mol. It incorporates a pyrrolidine ring, a bromomethyl substituent at the 2-position, a methyl group at the 4-position, and a tert-butyl carbamate (Boc) protecting group on the nitrogen. The (2R,4S) stereochemistry indicates specific spatial arrangements of these groups, making it valuable for enantioselective synthesis.

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Read more catalog context

tert-Butyl (2R,4S)-2-(bromomethyl)-4-methylpyrrolidine-1-carboxylate is a precisely structured organic compound with the molecular formula C11H20BrNO2 and a molecular weight of 278.19 g/mol. It incorporates a pyrrolidine ring, a bromomethyl substituent at the 2-position, a methyl group at the 4-position, and a tert-butyl carbamate (Boc) protecting group on the nitrogen. The (2R,4S) stereochemistry indicates specific spatial arrangements of these groups, making it valuable for enantioselective synthesis. As a functionalized intermediate, the bromomethyl group offers reactivity for various coupling reactions, while the Boc group provides protection and can be selectively deprotected.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White solid

Physical State

Solid

Melting Point

65.0 °C

Boiling Point

280.0 °C

Density

1.35 g/cm³

Water Solubility

Slightly soluble

Flash Point

165.0 °C

Applications / Classifications

Research intermediateCustom synthesis building block

Biological Target Reference

No verified biological target assignment. This compound is listed primarily as a research or synthetic intermediate.

Preliminary Safety-Style Reference

Preliminary

Preliminary safety-style information for reference only. Not a supplier SDS.

Handling and Storage
  • Handle with appropriate personal protective equipment, including gloves, eye protection, and a lab coat. Use in a well-ventilated area or fume hood to avoid inhalation. Avoid contact with skin and eyes. In case of contact, rinse immediately with plenty of water. Store in a cool, dry place, away from incompatible materials. Consult the Safety Data Sheet (SDS) for detailed hazard information and safe handling procedures.

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