N-[O⁵-ethyl-N-(N-benzyloxycarbonyl-α-L-glutamyl)-α-L-glutamyl]-L-glutamic acid diethyl ester

Base Information

• Chemical Name: N-[O⁵-ethyl-N-(N-benzyloxycarbonyl-α-L-glutamyl)-α-L-glutamyl]-L-glutamic acid diethyl ester
• CAS No.: 888936-27-4
• Molecular Formula: C₂₉H₄₁N₃O₁₂
• Molecular Weight: 623.657

Synonyms:N-[O⁵-ethyl-N-(N-benzyloxycarbonyl-α-L-glutamyl)-α-L-glutamyl]-L-glutamic acid diethyl ester

Chemical Property of N-[O⁵-ethyl-N-(N-benzyloxycarbonyl-α-L-glutamyl)-α-L-glutamyl]-L-glutamic acid diethyl ester

Chemical Property:

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Technology Process of N-[O⁵-ethyl-N-(N-benzyloxycarbonyl-α-L-glutamyl)-α-L-glutamyl]-L-glutamic acid diethyl ester

There total 1 articles about N-[O⁵-ethyl-N-(N-benzyloxycarbonyl-α-L-glutamyl)-α-L-glutamyl]-L-glutamic acid diethyl 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:

N-(benzyloxycarbonyl)-L-glutamic acid anhydride (4124-76-9) → N-[O5-ethyl-N-(N-benzyloxycarbonyl-α-L-glutamyl)-α-L-glutamyl]-L-glutamic acid diethyl ester (888936-27-4)

Guidance literature:

With palladium on activated charcoal; toluene-4-sulfonic acid; Hydrogenolyse; ueber mehrere Stufen;

DOI:10.1021/ja01175a012

Reference yield:

ethanol (64-17-5) + N-[O5-ethyl-N-(N-benzyloxycarbonyl-α-L-glutamyl)-α-L-glutamyl]-L-glutamic acid diethyl ester (888936-27-4) → N-[O-ethyl-N-(O-ethyl-N-benzyloxycarbonyl-L-α-glutamyl)-L-α-glutamyl]-L-glutamic acid diethyl ester (3062-24-6)

Guidance literature:

With toluene-4-sulfonic acid; at 55 - 60 ℃;

DOI:10.1021/ja01175a012

Reference yield:

N-[O5-ethyl-N-(N-benzyloxycarbonyl-α-L-glutamyl)-α-L-glutamyl]-L-glutamic acid diethyl ester (888936-27-4) → N-{O5-ethyl-N-[O5-ethyl-N-(4-amino-benzoyl)-α-L-glutamyl]-α-L-glutamyl}-L-glutamic acid diethyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonic acid-monohydrate / 55 - 60 °C

2: ethanol; palladium/charcoal / 50 °C / Hydrogenation_.Behandlung des Reaktionsprodukts mit wss. Natriumhydrogencarbonat-Loesung und mit 4-Nitro-benzoesaeure-chlorid in Chloroform oder Aether

3: zinc; aq.-ethanolic hydrochloric acid

With hydrogenchloride; palladium on activated charcoal; ethanol; toluene-4-sulfonic acid; zinc;

DOI:10.1021/ja01175a012

upstream raw materials:

N-(benzyloxycarbonyl)-L-glutamic acid anhydride

Downstream raw materials:

N-[O-ethyl-N-(O-ethyl-N-benzyloxycarbonyl-L-α-glutamyl)-L-α-glutamyl]-L-glutamic acid diethyl ester

O-ethyl-N-(4-nitro-benzoyl)-L-α-glutamyl->O-ethyl-L-α-glutamyl->L-glutamic acid diethyl ester

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