2-{N-benzyloxycarbonyl-N'-[2-(pyrrolidine-1-carbonyl)-benzoyl]-hydrazino}-propionic acid methyl ester

Base Information

• Chemical Name: 2-{N-benzyloxycarbonyl-N'-[2-(pyrrolidine-1-carbonyl)-benzoyl]-hydrazino}-propionic acid methyl ester
• CAS No.: 929719-98-2
• Molecular Formula: C₂₄H₂₇N₃O₆
• Molecular Weight: 453.495

Synonyms:2-{N-benzyloxycarbonyl-N'-[2-(pyrrolidine-1-carbonyl)-benzoyl]-hydrazino}-propionic acid methyl ester

Chemical Property of 2-{N-benzyloxycarbonyl-N'-[2-(pyrrolidine-1-carbonyl)-benzoyl]-hydrazino}-propionic acid methyl ester

Chemical Property:

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Technology Process of 2-{N-benzyloxycarbonyl-N'-[2-(pyrrolidine-1-carbonyl)-benzoyl]-hydrazino}-propionic acid methyl ester

There total 2 articles about 2-{N-benzyloxycarbonyl-N'-[2-(pyrrolidine-1-carbonyl)-benzoyl]-hydrazino}-propionic acid methyl 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: 97.0%

pyrrolidine (123-75-1) + (R)-N-benzyloxycarbonyl-N-phthalimidoalanine methyl ester (339201-10-4) → 2-{N-benzyloxycarbonyl-N'-[2-(pyrrolidine-1-carbonyl)-benzoyl]-hydrazino}-propionic acid methyl ester (929719-98-2)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2006.12.085

Reference yield:

N-benzyloxycarbonylaminophthalimide (287728-91-0) → 2-{N-benzyloxycarbonyl-N'-[2-(pyrrolidine-1-carbonyl)-benzoyl]-hydrazino}-propionic acid methyl ester (929719-98-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / triphenylphosphine; dialkylazodicarboxylate / tetrahydrofuran / 0.5 h / 20 °C

2: 97 percent / tetrahydrofuran / 3 h / 20 °C

With dialkylazodicarboxylate; triphenylphosphine; In tetrahydrofuran; 1: Mitsunobu reaction;

DOI:10.1016/j.tet.2006.12.085

Reference yield: 93.0%

2-{N-benzyloxycarbonyl-N'-[2-(pyrrolidine-1-carbonyl)-benzoyl]-hydrazino}-propionic acid methyl ester (929719-98-2) + di-tert-butyl dicarbonate (24424-99-5) → C29H35N3O8 (929720-04-7)

Guidance literature:

With dmap; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1016/j.tet.2006.12.085

upstream raw materials:

pyrrolidine

(R)-N-benzyloxycarbonyl-N-phthalimidoalanine methyl ester

N-benzyloxycarbonylaminophthalimide

Downstream raw materials:

C₂₉H₃₅N₃O₈

2-(N-benzyloxycarbonyl-hydrazino)-propionic acid methyl ester

C₁₇H₂₄N₂O₆

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