118545-50-9

Upstream product

• 125127-48-2 N-trityl-glutamic acid α-tert-butyl ester 
• 79640-72-5 L-glutamic acid 1-tert-butyl ester 5-methyl ester 
• 76-83-5 trityl chloride 
• 540-88-5 acetic acid tert-butyl ester 
• 56-86-0 L-glutamic acid 
• 3077-51-8 γ-methyl L-glutamate hydrochloride 
• 1499-55-4 L-glutamic acid 5-methyl ester 

Downstream Products

• 118545-54-3 t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-(2S)-pentanoate 
• 118545-52-1 t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-phenyl-(2S)-pentanoate 
• 125089-94-3 t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-(2S)-hexanoate 
• 118545-51-0 t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-(2S)-heptanoate 
• 125089-93-2 t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-(2S)-octanoate 
• 189507-54-8 (S)-2-Methyl-4-(trityl-amino)-pentanedioic acid 5-tert-butyl ester 1-methyl ester 
• 118545-53-2 t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-methyl-(2S)-hexanoate 
• 118545-55-4 t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-6-methyl-(2S)-heptanoate 
• 125089-95-4 t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-(4-methoxyphenyl)-(2S)-hexanoate 
• 118545-56-5 t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-(4-nitrophenyl)-(2S)-pentanoate 

Relevant academic research and scientific papers

Folate-based inhibitors of thymidylate synthase: Synthesis and antitumor activity of γ-linked sterically hindered dipeptide analogues of 2-desamino- 2-methyl-N10-propargyl-5,8-dideazafolic acid (ICI 198583)

In an effort to synthesize inhibitors of thymidylate synthase (TS) that do not undergo polyglutamation, a series of γ-linked sterically hindered dipeptide analogues of 2-desamino-2-methyl-N10-propargyl-5,8-dideazafolic acid (ICI 198583) was pre

SYNTHESIS OF NONPROTEINOGENIC AMINO ACIDS PART 2: PREPARATION OF A SYNTHETIC EQUIVALENT OF THE γ-ANION SYNTHON FOR ASYMMETRIC AMINO ACID SYNTHESIS

The synthesis of α-t-butyl γ-methyl N-trityl-(S)-glutamate (12) from (S)-glutamic acid (6) is described.Diester (12), on treatment with lithium isopropylcyclohexylamide followed by the addition of carbonyl compounds, reacts to give the γ-substituted glutamic acid derivatives (13a-i) with retention of optical purity at the α centre.

SYNTHESIS OF NONPROTEINOGENIC AMINO ACIDS PART 3: CONVERSION OF GLUTAMIC ACID INTO γ,δ-UNSATURATED α-AMINO ACIDS.

A general procedure for the asymmetric synthesis of γ,δ-unsaturated α-amino acids (7) from the γ-anion derived from (S)-glutamic acid is described.

Stereospecific Amino Acid Synthesis; Preparation of the γ-Anion derived from Glutamic Acid

Reaction of α-t-butyl γ-methyl N-trityl-L-glutamate (7) with lithium isopropylcyclohexylamide in hexane leads to the specific formation of the γ-ester enolate, a potential synthetic equivalent to the γ-anion synthon for stereospecific α-amino acid synthesis.