(S)-2-[4-(Benzyloxycarbonylamino-methyl)-benzoylamino]-pentanedioic acid di-tert-butyl ester

Base Information

• Chemical Name: (S)-2-[4-(Benzyloxycarbonylamino-methyl)-benzoylamino]-pentanedioic acid di-tert-butyl ester
• CAS No.: 162877-53-4
• Molecular Formula: C₂₉H₃₈N₂O₇
• Molecular Weight: 526.63
• Mol file: 162877-53-4.mol

Synonyms:(S)-2-[4-(Benzyloxycarbonylamino-methyl)-benzoylamino]-pentanedioic acid di-tert-butyl ester

Chemical Property of (S)-2-[4-(Benzyloxycarbonylamino-methyl)-benzoylamino]-pentanedioic acid di-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[4-(Benzyloxycarbonylamino-methyl)-benzoylamino]-pentanedioic acid di-tert-butyl ester

There total 1 articles about (S)-2-[4-(Benzyloxycarbonylamino-methyl)-benzoylamino]-pentanedioic acid di-tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-((benzyloxycarbonylamino)methyl)benzoic acid (58933-52-1) + L-glutamic acid di-tert-butyl ester hydrochloride (32677-01-3) → (S)-2-[4-(Benzyloxycarbonylamino-methyl)-benzoylamino]-pentanedioic acid di-tert-butyl ester (162877-53-4)

Guidance literature:

With triethylamine; diethyl dicarbonate; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1248/cpb.46.255

Reference yield: 92.0%

(S)-2-[4-(Benzyloxycarbonylamino-methyl)-benzoylamino]-pentanedioic acid di-tert-butyl ester (162877-53-4) → (S)-2-(4-Aminomethyl-benzoylamino)-pentanedioic acid di-tert-butyl ester (693770-26-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1248/cpb.46.255

Reference yield:

(S)-2-[4-(Benzyloxycarbonylamino-methyl)-benzoylamino]-pentanedioic acid di-tert-butyl ester (162877-53-4) → (S)-2-(4-{[(E)-3-(2,3-Bis-hexadecanoyloxy-propylsulfanyl)-acryloylamino]-methyl}-benzoylamino)-pentanedioic acid

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / H₂ / 10percent Pd/C / methanol

2: 99 percent / DEPC, Et₃N / dimethylformamide / 1 h / Ambient temperature

3: 92 percent / TFA / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogen; triethylamine; diethyl dicarbonate; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.46.255

upstream raw materials:

4-((benzyloxycarbonylamino)methyl)benzoic acid

L-glutamic acid di-tert-butyl ester hydrochloride

Downstream raw materials:

(S)-2-(4-Aminomethyl-benzoylamino)-pentanedioic acid di-tert-butyl ester

(S)-2-(4-{[3-(2,3-Dihydroxy-2-methyl-propylsulfanyl)-propionylamino]-methyl}-benzoylamino)-pentanedioic acid di-tert-butyl ester

(S)-2-(4-{[3-(2,3-Dihydroxy-butylsulfanyl)-propionylamino]-methyl}-benzoylamino)-pentanedioic acid di-tert-butyl ester

(S)-2-(4-{[3-(2-Hexadecanoylamino-3-hydroxy-propylsulfanyl)-propionylamino]-methyl}-benzoylamino)-pentanedioic acid di-tert-butyl ester