N--L-glutamic acid tetrabenzyl ester hydrochloride

Base Information

• Chemical Name: N--L-glutamic acid tetrabenzyl ester hydrochloride
• CAS No.: 83816-93-7
• Molecular Formula: C₄₃H₄₇N₃O₁₀*ClH
• Molecular Weight: 802.321

Synonyms:N--L-glutamic acid tetrabenzyl ester hydrochloride

Chemical Property of N--L-glutamic acid tetrabenzyl ester hydrochloride

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Technology Process of N--L-glutamic acid tetrabenzyl ester hydrochloride

There total 2 articles about N--L-glutamic acid tetrabenzyl ester hydrochloride 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: 96.0%

(S)-2-[(S)-4-Benzyloxycarbonyl-4-((S)-4-benzyloxycarbonyl-4-tert-butoxycarbonylamino-butyrylamino)-butyrylamino]-pentanedioic acid dibenzyl ester (83816-92-6) → N--L-glutamic acid tetrabenzyl ester hydrochloride (83816-93-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 25 ℃; for 0.75h;

DOI:10.1021/jm00356a035

Reference yield:

Boc-Glu-OBn (30924-93-7) → N--L-glutamic acid tetrabenzyl ester hydrochloride (83816-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / diphenylphosphoryl azide, Et₃N / dimethylformamide / 1.) 0 deg C, 5 h, 2.) RT, 16 h

2: 96 percent / HCl (4.4 N) / dioxane / 0.75 h / 25 °C

With hydrogenchloride; diphenylphosphoranyl azide; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm00356a035

Reference yield: 89.0%

N--L-glutamic acid tetrabenzyl ester hydrochloride (83816-93-7) + (S)-2-{4-[((5R,6S)-2-Amino-5-formyl-4-oxo-3,4,5,6,7,8-hexahydro-pteridin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid 1-benzyl ester (157896-14-5) → C70H74N10O16 (157896-16-7)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In N,N-dimethyl-formamide;

upstream raw materials:

(S)-2-[(S)-4-Benzyloxycarbonyl-4-((S)-4-benzyloxycarbonyl-4-tert-butoxycarbonylamino-butyrylamino)-butyrylamino]-pentanedioic acid dibenzyl ester

Boc-Glu-OBn

Downstream raw materials:

(S)-2-[(S)-4-Benzyloxycarbonyl-4-((S)-4-benzyloxycarbonyl-4-{(S)-4-benzyloxycarbonyl-4-[4-(benzyloxycarbonyl-methyl-amino)-benzoylamino]-butyrylamino}-butyrylamino)-butyrylamino]-pentanedioic acid dibenzyl ester

C₇₀H₇₄N₁₀O₁₆

N-methylamino>benzoyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-γ-glutamic acid

(S)-2-((S)-4-Carboxy-4-{(S)-4-carboxy-4-[(S)-4-carboxy-4-(4-methylamino-benzoylamino)-butyrylamino]-butyrylamino}-butyrylamino)-pentanedioic acid

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