149930-92-7

Basic information

• Product Name: BOC-D-2-AMINO-4-BROMO-4-PENTENOIC ACID
• Synonyms: BOC-D-2-AMINO-4-BROMO-4-PENTENOIC ACID;(R)-4-BroMo-2-((tert-butoxycarbonyl)aMino)pent-4-enoic acid;Boc-D-2-amino-4-bromo-4-pentenoic acid≥ 99% (HPLC);(Tert-Butoxy)Carbonyl D-2-Amino-4-bromo-4-pentenoic acid
• CAS NO: 149930-92-7
• Molecular Formula: C10H16BrNO4
• Molecular Weight: 294.14
• Product Categories: Unusual amino acids
• Mol File: 149930-92-7.mol

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-D-2-AMINO-4-BROMO-4-PENTENOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-2-AMINO-4-BROMO-4-PENTENOIC ACID(149930-92-7)
• EPA Substance Registry System: BOC-D-2-AMINO-4-BROMO-4-PENTENOIC ACID(149930-92-7)

Safety Data

• Hazardous Substances Data: 149930-92-7(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Upstream product

• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 151144-96-6 (S)-2-Amino-4-bromo-pent-4-enoic acid 
• 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 
• 24424-99-5 di-tert-butyl dicarbonate 

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)

Highly diastereoselective monoalkylation and Michael addition of N- (diphenylmethylene)glycinesultam under solid-liquid phase-transfer catalysis conditions using potassium carbonate as base

Treatment of a sultam-derived N-(diphenylmethylene)glycinate equivalent 1 with activated (allylic and propargylic) organic bromides and with Michael acceptors under solid-liquid phase-transfer catalysis conditions, using potassium carbonate as base, affords the monoalkylated compounds with high diastereoselectivity (>97% d.e.).

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