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(S)-(2-Iodo-1-methyl-ethyl)-carbamic acid tert-butyl ester

CAS 161529-20-0Formula C8H16INO2MW 285.12PubChem 15529790

This compound is a chiral, iodine-containing carbamate derivative, specifically a tert-butyl N-[(2S)-1-iodopropan-2-yl]carbamate. It is primarily utilized in organic synthesis as a versatile building block, particularly in the preparation of more complex chiral molecules and pharmaceutical intermediates. Its iodine atom makes it suitable for various coupling reactions and nucleophilic substitutions.

Loading RDKit molecule structure...
InChIKey: CUKVINMIOAQKNB-LURJTMIESA-NC8H16INO2 | MW 285.12

Chemical Identity

Molecular Formula

C8H16INO2

Molecular Weight

285.12 g/mol

Exact Mass

285.02258

PubChem CID

15529790

IUPAC Name

tert-butyl N-[(2S)-1-iodopropan-2-yl]carbamate

SMILES String

C[C@@H](CI)NC(=O)OC(C)(C)C

Names & Synonyms

tert-Butyl [(S)-2-iodo-1-methylethyl]carbamateC8H16INO2tert-butyl (S)-(1-iodopropan-2-yl)carbamateCUKVINMIOAQKNB-LURJTMIESA-NC77942
Show all synonyms
tert-Butyl[(S)-2-iodo-1-methylethyl]carbamatetert-butyl[(1S)-2-iodo-1-methylethyl]carbamatetert-butyl [(1S)-2-iodo-1-methylethyl]carbamatetert-butyl N-[(1S)-2-iodo-1-methyl-ethyl]carbamate(S)-(2-Iodo-1-methyl-ethyl)-carbamic acid t-butyl ester
External Identifiers
MFCD17171120SCHEMBL10148280DB-258120CS-0320860

Catalog Overview

(S)-(2-Iodo-1-methyl-ethyl)-carbamic acid tert-butyl ester, also known by its IUPAC name tert-butyl N-[(2S)-1-iodopropan-2-yl]carbamate, is a chiral organoiodine compound featuring a carbamate protecting group. With a molecular formula of C8H16INO2 and a molecular weight of 285. 12, this compound is characterized by its (S)-stereochemistry at the 2-position of the propan-2-yl chain and the presence of an iodine atom at the 1-position. It serves as a key functionalized intermediate in synthetic organic chemistry.

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Read more catalog context

(S)-(2-Iodo-1-methyl-ethyl)-carbamic acid tert-butyl ester, also known by its IUPAC name tert-butyl N-[(2S)-1-iodopropan-2-yl]carbamate, is a chiral organoiodine compound featuring a carbamate protecting group. With a molecular formula of C8H16INO2 and a molecular weight of 285.12, this compound is characterized by its (S)-stereochemistry at the 2-position of the propan-2-yl chain and the presence of an iodine atom at the 1-position. It serves as a key functionalized intermediate in synthetic organic chemistry. The tert-butyl carbamate (Boc) group provides amine protection, while the iodo-substituent offers reactivity for various synthetic transformations, including cross-coupling reactions, nucleophilic displacements, and the formation of organometallic reagents. Its chiral nature makes it particularly valuable in asymmetric synthesis for constructing stereodefined products.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White crystalline solid

Physical State

Solid

Melting Point

75.0 °C

Boiling Point

280.0 °C

Density

1.55 g/cm³

Water Solubility

Slightly soluble

Flash Point

135.0 °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 under a 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 and direct light. Consult the Safety Data Sheet (SDS) for comprehensive safety information before use. This chemical is for research use only and not for human or animal therapeutic or diagnostic use.

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