(S)-2-(4-Nitro-benzyloxycarbonylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

Base Information

• Chemical Name: (S)-2-(4-Nitro-benzyloxycarbonylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS No.: 161855-71-6
• Molecular Formula: C₁₅H₁₅N₃O₈
• Molecular Weight: 365.299

Synonyms:(S)-2-(4-Nitro-benzyloxycarbonylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property of (S)-2-(4-Nitro-benzyloxycarbonylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

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Technology Process of (S)-2-(4-Nitro-benzyloxycarbonylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

There total 2 articles about (S)-2-(4-Nitro-benzyloxycarbonylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl 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: 93.0%

Succinimide (123-56-8,89963-74-6) + (S)-2-((((4-nitrobenzyl)oxy)carbonyl)amino)propanoic acid (53793-17-2) → (S)-2-(4-Nitro-benzyloxycarbonylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester (161855-71-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In 1,4-dioxane; Ambient temperature;

DOI:10.1016/S0960-894X(97)00281-3

Reference yield:

4-nitrophenyl (4-nitrophenyl)methyl carbonate (158556-65-1) → (S)-2-(4-Nitro-benzyloxycarbonylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester (161855-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / TEA / ethanol; H₂O

2: 93 percent / DCC / dioxane / Ambient temperature

With TEA; dicyclohexyl-carbodiimide; In 1,4-dioxane; ethanol; water;

DOI:10.1016/S0960-894X(97)00281-3

Reference yield: 75.0%

CL191,121 (161855-50-1) + (S)-2-(4-Nitro-benzyloxycarbonylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester (161855-71-6) → Sodium; (4R,5S,6S)-6-((R)-1-hydroxy-ethyl)-4-methyl-3-((2R,3R)-2-{[(S)-2-(4-nitro-benzyloxycarbonylamino)-propionylamino]-methyl}-tetrahydro-furan-3-ylsulfanyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate

Guidance literature:

In 1,4-dioxane; at 0 ℃; pH 8.5;

DOI:10.1016/S0960-894X(97)00281-3

upstream raw materials:

Succinimide

(S)-2-((((4-nitrobenzyl)oxy)carbonyl)amino)propanoic acid

4-nitrophenyl (4-nitrophenyl)methyl carbonate

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