3-(N'-{2-[2-(2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-4-tert-butoxycarbonyl-butyrylamino]-3-hydroxy-butyryl}-N-tert-butoxycarbonylmethyl-hydrazinocarbonyl)-acrylic acid benzyl ester

Base Information

• Chemical Name: 3-(N'-{2-[2-(2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-4-tert-butoxycarbonyl-butyrylamino]-3-hydroxy-butyryl}-N-tert-butoxycarbonylmethyl-hydrazinocarbonyl)-acrylic acid benzyl ester
• CAS No.: 685543-85-5
• Molecular Formula: C₄₄H₆₁N₅O₁₃
• Molecular Weight: 867.994
• Mol file: 685543-85-5.mol

Synonyms:3-(N'-{2-[2-(2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-4-tert-butoxycarbonyl-butyrylamino]-3-hydroxy-butyryl}-N-tert-butoxycarbonylmethyl-hydrazinocarbonyl)-acrylic acid benzyl ester

Chemical Property of 3-(N'-{2-[2-(2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-4-tert-butoxycarbonyl-butyrylamino]-3-hydroxy-butyryl}-N-tert-butoxycarbonylmethyl-hydrazinocarbonyl)-acrylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(N'-{2-[2-(2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-4-tert-butoxycarbonyl-butyrylamino]-3-hydroxy-butyryl}-N-tert-butoxycarbonylmethyl-hydrazinocarbonyl)-acrylic acid benzyl ester

There total 5 articles about 3-(N'-{2-[2-(2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-4-tert-butoxycarbonyl-butyrylamino]-3-hydroxy-butyryl}-N-tert-butoxycarbonylmethyl-hydrazinocarbonyl)-acrylic 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: 52.0%

Benzyl fumarate (13474-68-5,93919-06-3,85602-93-3) + Cbz-Leu-Glu(O-t-Bu)-Thr-NHNHCH2COO-t-Bu (646532-81-2) → 3-(N'-{2-[2-(2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-4-tert-butoxycarbonyl-butyrylamino]-3-hydroxy-butyryl}-N-tert-butoxycarbonylmethyl-hydrazinocarbonyl)-acrylic acid benzyl ester (685543-85-5)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm049938j

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → 3-(N'-{2-[2-(2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-4-tert-butoxycarbonyl-butyrylamino]-3-hydroxy-butyryl}-N-tert-butoxycarbonylmethyl-hydrazinocarbonyl)-acrylic acid benzyl ester (685543-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / N-methylmorpholine / dimethylformamide / 16 h / 20 °C

2: 52 percent / HOBt; EDC / dimethylformamide / 20 °C

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide;

DOI:10.1021/jm049938j

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → 3-(N'-{2-[2-(2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-4-tert-butoxycarbonyl-butyrylamino]-3-hydroxy-butyryl}-N-tert-butoxycarbonylmethyl-hydrazinocarbonyl)-acrylic acid benzyl ester (685543-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / N-methylmorpholine; EDC / dimethylformamide / 20 °C

2: 52 percent / HOBt; EDC / dimethylformamide / 20 °C

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide;

DOI:10.1021/jm049938j

upstream raw materials:

Benzyl fumarate

Cbz-Leu-Glu(O-t-Bu)-Thr-NHNHCH₂COO-t-Bu

bromoacetic acid tert-butyl ester

benzyl alcohol