(S)-2-{(S)-2-[(S)-2-((R)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-5-(4-benzyloxy-phenyl)-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Base Information

• Chemical Name: (S)-2-{(S)-2-[(S)-2-((R)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-5-(4-benzyloxy-phenyl)-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS No.: 78700-08-0
• Molecular Formula: C₄₆H₅₇N₅O₁₃
• Molecular Weight: 887.984

Synonyms:

Chemical Property of (S)-2-{(S)-2-[(S)-2-((R)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-5-(4-benzyloxy-phenyl)-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{(S)-2-[(S)-2-((R)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-5-(4-benzyloxy-phenyl)-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

There total 9 articles about (S)-2-{(S)-2-[(S)-2-((R)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-5-(4-benzyloxy-phenyl)-pentanoic 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:

2-hydroxy-3-methylbutanoic acid (4026-18-0,17407-55-5,17407-56-6,600-37-3) → (S)-2-{(S)-2-[(S)-2-((R)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-5-(4-benzyloxy-phenyl)-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester (78700-08-0)

Guidance literature:

Multi-step reaction with 6 steps

2: EDC

4: HCl / dioxane

6: EDC / dimethylformamide

With hydrogenchloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)81977-8

Reference yield:

benzyl bromide (100-39-0) → (S)-2-{(S)-2-[(S)-2-((R)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-5-(4-benzyloxy-phenyl)-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester (78700-08-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) benzylation of Cu(II) complex, 2.) EDTA_.2Na

3: HCl / dioxane

5: EDC / dimethylformamide

With hydrogenchloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)81977-8

Reference yield:

L-2-amino-5-(p-hydroxyphenyl)pentanoic acid (62732-56-3) → (S)-2-{(S)-2-[(S)-2-((R)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-5-(4-benzyloxy-phenyl)-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester (78700-08-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) benzylation of Cu(II) complex, 2.) EDTA_.2Na

3: HCl / dioxane

5: EDC / dimethylformamide

With hydrogenchloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)81977-8

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

Boc-D-Dap(Z)-L-Ala-L-Hmb-L-Ahp(Bzl)-OH

2-hydroxy-3-methylbutanoic acid

benzyl bromide

Downstream raw materials:

H-D-Dap(Z)-L-Ala-L-Hmb-L-Ahp(Bzl)-ONSu*TFA

AM-toxin III

{9-[3-(4-Benzyloxy-phenyl)-propyl]-12-isopropyl-3-methyl-2,5,8,11-tetraoxo-1-oxa-4,7,10-triaza-cyclododec-6-ylmethyl}-carbamic acid benzyl ester

6-Aminomethyl-9-[3-(4-hydroxy-phenyl)-propyl]-12-isopropyl-3-methyl-1-oxa-4,7,10-triaza-cyclododecane-2,5,8,11-tetraone; hydrochloride

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