88181-11-7

Basic information

• Product Name: L-ALANINE-2-D1-N-T-BOC
• Synonyms: L-ALANINE-2-D1-N-T-BOC;L-Alanine-d1-N-t-BOC
• CAS NO: 88181-11-7
• Molecular Formula: C₈H₁₅NO₄
• Molecular Weight: 190.22
• Mol File: 88181-11-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 320.912 °C at 760 mmHg
• Flash Point: 147.883 °C
• Appearance: /
• Density: 1.133 g/cm³
• CAS DataBase Reference: L-ALANINE-2-D1-N-T-BOC(CAS DataBase Reference)
• NIST Chemistry Reference: L-ALANINE-2-D1-N-T-BOC(88181-11-7)
• EPA Substance Registry System: L-ALANINE-2-D1-N-T-BOC(88181-11-7)

Safety Data

• Hazardous Substances Data: 88181-11-7(Hazardous Substances Data)

Usage

Uses

L-Alanine-2-d1-N-t-BOC (CAS# 88181-11-7) is a useful isotopically labeled research compound.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 21386-65-2 L-alanine-2-d1 

Downstream Products

• 1269407-91-1 1,1-dimethylethyl [(1S)-2-({(3S)-1-[2-cyano-4-(trifluoromethyl)phenyl]-3-pyrrolidin-yl}amino)-1-methyl-2-oxoethyl]carbamate-d1 

Relevant articles and documents

Synthesis of enantiopure α-deuteriated Boc-L-amino acids

An alternative scheme for the synthesis of enantiopure α-deuteriated amino acids from a common intermediate is presented. Methyl bis(methylsulfanyl)methylene[2,2-2H2]glycinate was prepared in a mixture of MeOD and D2O with a catalytic amount of Na2CO3 and attached to (2R)-bornane-10,2-sultam. Alkylation of the corresponding enolate provided intermediates which after careful purification were first deprotected on nitrogen and then cleaved from the auxiliary to give deuteriated α-amino acids of very high purity (> 99% ee and > 98% D). These were directly converted into the corresponding Boc-L-[2-2H]-Ala, -Leu, -Phe and -(O-Bzl)Tyr derivatives, suitable for application in peptide synthesis. Boc-[2,2-2H2]Gly was also prepared.