83846-88-2

Basic information

• Product Name: (S)-phenyl[[(2,2,2-trichloroethoxy)carbonyl]amino]acetic acid
• Synonyms: (S)-phenyl[[(2,2,2-trichloroethoxy)carbonyl]amino]acetic acid;(S)-α-[[(2,2,2-Trichloroethoxy)carbonyl]amino]benzeneacetic acid;Einecs 281-068-0
• CAS NO: 83846-88-2
• Molecular Formula: C₁₁H₁₀Cl₃NO₄
• Molecular Weight: 326.5604
• EINECS: 281-068-0
• Mol File: 83846-88-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 456.4°C at 760 mmHg
• Flash Point: 229.8°C
• Appearance: /
• Density: 1.528g/cm³
• Vapor Pressure: 4.01E-09mmHg at 25°C
• Refractive Index: 1.58
• CAS DataBase Reference: (S)-phenyl[[(2,2,2-trichloroethoxy)carbonyl]amino]acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-phenyl[[(2,2,2-trichloroethoxy)carbonyl]amino]acetic acid(83846-88-2)
• EPA Substance Registry System: (S)-phenyl[[(2,2,2-trichloroethoxy)carbonyl]amino]acetic acid(83846-88-2)

Safety Data

• Hazardous Substances Data: 83846-88-2(Hazardous Substances Data)

Usage

General Description

(S)-phenyl[[(2,2,2-trichloroethoxy)carbonyl]amino]acetic acid is a chemical compound with the molecular formula C12H12Cl3NO4. It is a crystalline solid with a white to off-white color. (S)-phenyl[[(2,2,2-trichloroethoxy)carbonyl]amino]acetic acid is a derivative of phenylacetic acid and is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It has been identified as a potential intermediate in the manufacturing process of some drugs. The compound is also used in organic synthesis and as a building block in the production of other chemicals. It is important to handle this compound with care, as it can be harmful if ingested or inhaled, and can cause irritation to the skin and eyes.

InChI:InChI=1/C11H10Cl3NO4/c12-11(13,14)6-19-10(18)15-8(9(16)17)7-4-2-1-3-5-7/h1-5,8H,6H2,(H,15,18)(H,16,17)/t8-/m0/s1

Upstream product

• 2935-35-5 (S)-2-phenylglycine 
• 17341-93-4 2,2,2-Trichloroethyl chloroformate 

Downstream Products

• 793718-13-5 (2S,3R)-3-((S)-2-Amino-2-phenyl-acetoxy)-2-tert-butoxycarbonylamino-butyric acid allyl ester 

Relevant articles and documents

Stereocontrolled 1,3-nitrogen migration to access chiral α-amino acids

α-Amino acids are essential for life as building blocks of proteins and components of diverse natural molecules. In both industry and academia, the incorporation of unnatural amino acids is often desirable for modulating chemical, physical and pharmaceutical properties. Here we report a protocol for the economical and practical synthesis of optically active α-amino acids based on an unprecedented stereocontrolled 1,3-nitrogen shift. Our method employs abundant and easily accessible carboxylic acids as starting materials, which are first connected to a nitrogenation reagent, followed by a highly regio- and enantioselective ruthenium- or iron-catalysed C(sp3)–H amination. This straightforward method displays a very broad scope, providing rapid access to optically active α-amino acids with aryl, allyl, propargyl and alkyl side chains, and also permits stereocontrolled late-stage amination of carboxylic-acid-containing drugs and natural products. [Figure not available: see fulltext.]