N-tert-butoxycarbonyl-L-allylglycyl-L-prolyl-α-aminoisobutyryl-C^α-methyl-L-allylglycine benzylamide

Base Information

• Chemical Name: N-tert-butoxycarbonyl-L-allylglycyl-L-prolyl-α-aminoisobutyryl-C^α-methyl-L-allylglycine benzylamide
• CAS No.: 364784-17-8
• Molecular Formula: C₃₂H₄₇N₅O₆
• Molecular Weight: 597.755

Synonyms:N-tert-butoxycarbonyl-L-allylglycyl-L-prolyl-α-aminoisobutyryl-C^α-methyl-L-allylglycine benzylamide

Chemical Property of N-tert-butoxycarbonyl-L-allylglycyl-L-prolyl-α-aminoisobutyryl-C^α-methyl-L-allylglycine benzylamide

Chemical Property:

Purity/Quality:

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Technology Process of N-tert-butoxycarbonyl-L-allylglycyl-L-prolyl-α-aminoisobutyryl-C^α-methyl-L-allylglycine benzylamide

There total 3 articles about N-tert-butoxycarbonyl-L-allylglycyl-L-prolyl-α-aminoisobutyryl-C^α-methyl-L-allylglycine benzylamide 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: 77.0%

(2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid (90600-20-7) + (S)-Pyrrolidine-2-carboxylic acid [1-((S)-1-benzylcarbamoyl-1-methyl-but-3-enylcarbamoyl)-1-methyl-ethyl]-amide; compound with trifluoro-acetic acid → N-tert-butoxycarbonyl-L-allylglycyl-L-prolyl-α-aminoisobutyryl-Cα-methyl-L-allylglycine benzylamide (364784-17-8)

Guidance literature:

(2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid; With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; for 0.5h;

(S)-Pyrrolidine-2-carboxylic acid [1-((S)-1-benzylcarbamoyl-1-methyl-but-3-enylcarbamoyl)-1-methyl-ethyl]-amide; compound with trifluoro-acetic acid; With 4-methyl-morpholine; In dichloromethane; for 48h;

DOI:10.1016/S0040-4020(01)00548-8

Reference yield:

L-allylglycine (16338-48-0) → N-tert-butoxycarbonyl-L-allylglycyl-L-prolyl-α-aminoisobutyryl-Cα-methyl-L-allylglycine benzylamide (364784-17-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 96 percent / NaOH / dioxane; H₂O / 24 h / 20 °C

2.1: EDC*HCl; HOAt / CH₂Cl₂ / 0.5 h / 0 °C

2.2: 77 percent / NMM / CH₂Cl₂ / 48 h

With sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/S0040-4020(01)00548-8

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-tert-butoxycarbonyl-L-allylglycyl-L-prolyl-α-aminoisobutyryl-Cα-methyl-L-allylglycine benzylamide (364784-17-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 96 percent / NaOH / dioxane; H₂O / 24 h / 20 °C

2.1: EDC*HCl; HOAt / CH₂Cl₂ / 0.5 h / 0 °C

2.2: 77 percent / NMM / CH₂Cl₂ / 48 h

With sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/S0040-4020(01)00548-8

upstream raw materials:

(2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid

L-allylglycine

di-tert-butyl dicarbonate

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