123975-55-3

Upstream product

• 501-53-1 benzyl chloroformate 
• 3160-47-2 N-(benzyloxycarbonyl)-L-aspartic acid 4-methyl ester 
• 47307-26-6 (S)-2-benzyloxycarbonylamino-succinic acid 1-tert-butyl ester 
• 60079-12-1 β-Methyl α-tert-butyl (2S)-N-(benzyloxycarbonyl)aspartate 
• 106-95-6 allyl bromide 

Downstream Products

• 144787-23-5 2-((S)-1-(benzyloxycarbonylamino)-2-tert-butoxy-2-oxoethyl)pent-4-enoic acid 
• 127623-77-2 tert-butyl (S)-2-benzyloxycarbonylamino-6-hydroxyhex-5-enoate 

Relevant academic research and scientific papers

Asymmetric Synthesis of (2S,3S)-3-Carboxy-Proline

An asymmetric synthesis of (2S,3S)-3-carboxy-proline starting from (S)-aspartic acid is reported.The methodology also allows the preparation of 5-substituted derivatives.

Asymmetric Amino Acid Synthesis: Preparation of the β Anion derived from Aspartic Acid

(S)-1-t-Butyl 4-methyl N-benzyloxycarbonylaspartate (5a), and (S)-1-t-butyl 4-allyl N-benzyloxycarbonylaspartate (5b) have been synthesized from (S)-aspartic acid (2), and can be readily alkylated and hydroxyalkylated at the β-carbon for asymmetric amino acid synthesis.

Non-Proteinogenic Amino Acid Synthesis. The β-Anion Derived from Aspartic Acid, and its Application to α-Amino Acid Synthesis.

Treatment of α-t-butyl β-methyl N-Z-(S)-aspartate (2) with lithium amide bases generates the corresponding β-ester enolate, which can be alkylated with suitable electrophiles.The application of this strategy for synthesis of optically active amino acids h