(S)-4-[(S)-1-((R)-1-{(S)-1-[(S)-2-Benzyloxycarbonyl-1-((R)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-ethylcarbamoyl]-2-methyl-propylcarbamoyl}-3-methyl-butylcarbamoyl)-3-methyl-butylcarbamoyl]-4-tert-butoxycarbonylamino-butyric acid benzyl ester

Base Information

• Chemical Name: (S)-4-[(S)-1-((R)-1-{(S)-1-[(S)-2-Benzyloxycarbonyl-1-((R)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-ethylcarbamoyl]-2-methyl-propylcarbamoyl}-3-methyl-butylcarbamoyl)-3-methyl-butylcarbamoyl]-4-tert-butoxycarbonylamino-butyric acid benzyl ester
• CAS No.: 174747-57-0
• Molecular Formula: C₅₁H₇₈N₈O₁₂
• Molecular Weight: 995.227

Synonyms:

Chemical Property of (S)-4-[(S)-1-((R)-1-{(S)-1-[(S)-2-Benzyloxycarbonyl-1-((R)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-ethylcarbamoyl]-2-methyl-propylcarbamoyl}-3-methyl-butylcarbamoyl)-3-methyl-butylcarbamoyl]-4-tert-butoxycarbonylamino-butyric acid benzyl ester

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Technology Process of (S)-4-[(S)-1-((R)-1-{(S)-1-[(S)-2-Benzyloxycarbonyl-1-((R)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-ethylcarbamoyl]-2-methyl-propylcarbamoyl}-3-methyl-butylcarbamoyl)-3-methyl-butylcarbamoyl]-4-tert-butoxycarbonylamino-butyric acid benzyl ester

There total 3 articles about (S)-4-[(S)-1-((R)-1-{(S)-1-[(S)-2-Benzyloxycarbonyl-1-((R)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-ethylcarbamoyl]-2-methyl-propylcarbamoyl}-3-methyl-butylcarbamoyl)-3-methyl-butylcarbamoyl]-4-tert-butoxycarbonylamino-butyric acid benzyl 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: 90.0%

Boc-Glu-(OBzl)-Leu-D-Leu-Val-Asp(OBzl)-D-Leu-NHNH-Troc (174747-56-9) → (S)-4-[(S)-1-((R)-1-{(S)-1-[(S)-2-Benzyloxycarbonyl-1-((R)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-ethylcarbamoyl]-2-methyl-propylcarbamoyl}-3-methyl-butylcarbamoyl)-3-methyl-butylcarbamoyl]-4-tert-butoxycarbonylamino-butyric acid benzyl ester (174747-57-0)

Guidance literature:

With acetic acid; zinc; for 48h; Ambient temperature;

DOI:10.1248/cpb.44.5

Reference yield:

Boc-Glu(OBzl)-ONp (7536-59-6) → (S)-4-[(S)-1-((R)-1-{(S)-1-[(S)-2-Benzyloxycarbonyl-1-((R)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-ethylcarbamoyl]-2-methyl-propylcarbamoyl}-3-methyl-butylcarbamoyl)-3-methyl-butylcarbamoyl]-4-tert-butoxycarbonylamino-butyric acid benzyl ester (174747-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ethyl acetate / 12 h / Ambient temperature

2: 90 percent / Zn, 80percent AcOH / 48 h / Ambient temperature

With acetic acid; zinc; In ethyl acetate;

DOI:10.1248/cpb.44.5

Reference yield:

(S)-3-{(S)-2-[(R)-2-((S)-2-Amino-4-methyl-pentanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyrylamino}-N-{(R)-3-methyl-1-[N'-(2,2,2-trichloro-ethoxycarbonyl)-hydrazinocarbonyl]-butyl}-succinamic acid benzyl ester → (S)-4-[(S)-1-((R)-1-{(S)-1-[(S)-2-Benzyloxycarbonyl-1-((R)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-ethylcarbamoyl]-2-methyl-propylcarbamoyl}-3-methyl-butylcarbamoyl)-3-methyl-butylcarbamoyl]-4-tert-butoxycarbonylamino-butyric acid benzyl ester (174747-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ethyl acetate / 12 h / Ambient temperature

2: 90 percent / Zn, 80percent AcOH / 48 h / Ambient temperature

With acetic acid; zinc; In ethyl acetate;

DOI:10.1248/cpb.44.5

upstream raw materials:

Boc-Glu-(OBzl)-Leu-D-Leu-Val-Asp(OBzl)-D-Leu-NHNH-Troc

Boc-Glu(OBzl)-ONp

Downstream raw materials:

(S)-4-[(S)-1-((R)-1-{(S)-1-[(S)-1-((R)-1-Azidocarbonyl-3-methyl-butylcarbamoyl)-2-benzyloxycarbonyl-ethylcarbamoyl]-2-methyl-propylcarbamoyl}-3-methyl-butylcarbamoyl)-3-methyl-butylcarbamoyl]-4-tert-butoxycarbonylamino-butyric acid benzyl ester

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