151215-34-8

Basic information

• Product Name: BOC-L-2-AMINO-4-BROMO-4-PENTENOIC ACID
• Synonyms: (S)-N-BOC-(2-BROMOALLYL)-GLYCINE;BOC-L-2-AMINO-4-BROMO-4-PENTENOIC ACID;(S)-4-BroMo-2-((tert-butoxycarbonyl)aMino)pent-4-enoic acid;Boc-(S)-(2-bromoallyl)glycine;Boc-L-2-amino-4-bromo-4-pentenoic acid≥ 99% (HPLC, Chiral purity);(Tert-Butoxy)Carbonyl L-2-Amino-4-bromo-4-pentenoic acid
• CAS NO: 151215-34-8
• Molecular Formula: C10H16BrNO4
• Molecular Weight: 294.14
• Product Categories: Unusual amino acids
• Mol File: 151215-34-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 396.7 °C at 760 mmHg
• Flash Point: 193.7 °C
• Appearance: /
• Density: 1.407 g/cm³
• Storage Temp.: 2-8°C
• PKA: 3.81±0.10(Predicted)
• CAS DataBase Reference: BOC-L-2-AMINO-4-BROMO-4-PENTENOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-L-2-AMINO-4-BROMO-4-PENTENOIC ACID(151215-34-8)
• EPA Substance Registry System: BOC-L-2-AMINO-4-BROMO-4-PENTENOIC ACID(151215-34-8)

Safety Data

• Hazardous Substances Data: 151215-34-8(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 151144-96-6 (S)-2-Amino-4-bromo-pent-4-enoic acid 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 24608-52-4 tert-butyl chloroformate 
• 138742-45-7 ethyl 2-acetamido-4-bromopent-4-enoate 
• 151144-95-5 (S)-2-Acetylamino-4-bromo-pent-4-enoic acid 
• 134038-94-1 diethyl 2-(2-bromoprop-2-en-1-yl)-2-acetamidopropanedioate 

Downstream Products

• 89985-87-5 methyl (2S)-2-tert-butoxycarbonylamino-4-pentenoate 
• 119434-75-2 (S)-3-(4-thiazolyl)-2-tert-butoxycarbonylaminopropanoic acid 

Relevant articles and documents

A non-natural amino acid N - tert-butoxycarbonyl - L - 2 - amino - 4 - bromo - 4 - pentenoic acid preparation method (by machine translation)

The invention relates to a non-natural amino acid N - tert-butoxycarbonyl - L - 2 - amino - 4 - bromo - 4 - preparation of pentenoic acid method, mainly solves the original synthetic method step more, cycle is long, and high cost. The technical scheme of the present invention is: the 2, 3 - dibromo propylene and acetyl malonic acid alkali pulls out the hydrogen layer which the system results in the bromine propylene acetyl amino-malonic acid diethyl ester intermediate. [...] malonic acid diethyl ester intermediate is saponified, split, on uncle butoxycarbonyl protecting group gets the N - tert-butoxycarbonyl - L - 2 - amino - 4 - bromo - 4 - pentenoic acid. Non-natural amino acid N - tert butoxycarbonyl - L - 2 - amino - 4 - bromo - 4 - pentenoic acid and intermediate is an important raw material in the field of polypeptide synthesis. (by machine translation)

N-(Boc)-L-(2-bromoallyl)-glycine: A versatile intermediate for the synthesis of optically active unnatural amino acids

N(Boc)-L-(2-bromoallyl)-glycine (1) was synthesized from diethylacetamidomalonate and 2,3-dibromopropene in a one-pot procedure (75% overall yield). The enantiomers were efficiently separated via a tandem biocatalytic kinetic hydrolytic resolution. 1 was