1-(2-{[1-(7-benzyloxycarbonyl-2-tert-butoxycarbonylamino-heptanoylamino)-indane-1-carbonyl]-amino}-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 1-(2-{[1-(7-benzyloxycarbonyl-2-tert-butoxycarbonylamino-heptanoylamino)-indane-1-carbonyl]-amino}-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid tert-butyl ester
• CAS No.: 812667-36-0
• Molecular Formula: C₄₈H₆₂N₄O₉
• Molecular Weight: 839.042

Synonyms:

Chemical Property of 1-(2-{[1-(7-benzyloxycarbonyl-2-tert-butoxycarbonylamino-heptanoylamino)-indane-1-carbonyl]-amino}-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of 1-(2-{[1-(7-benzyloxycarbonyl-2-tert-butoxycarbonylamino-heptanoylamino)-indane-1-carbonyl]-amino}-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid tert-butyl ester

There total 5 articles about 1-(2-{[1-(7-benzyloxycarbonyl-2-tert-butoxycarbonylamino-heptanoylamino)-indane-1-carbonyl]-amino}-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid tert-butyl 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:

N-Cbz-L-Phe (1161-13-3) → 1-(2-{[1-(7-benzyloxycarbonyl-2-tert-butoxycarbonylamino-heptanoylamino)-indane-1-carbonyl]-amino}-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid tert-butyl ester (812667-36-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 62 percent / HOBt*H₂O; 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆^(1-); triethylamine / dimethylformamide / 2 h

2: 86 percent / H₂; acetic acid / Pd/C / 10 h

3: HOBt*H₂O; 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆; triethylamine / dimethylformamide / 2 h

4: acetic acid; H₂ / Pd/C / 10 h

5: HOBt*H₂O; 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆^(1-); triethylamine / dimethylformamide / 2 h

With hydrogen; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; triethylamine; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2004.08.041

Reference yield:

L-proline t-butyl ester (2812-46-6,90071-62-8,113131-45-6) → 1-(2-{[1-(7-benzyloxycarbonyl-2-tert-butoxycarbonylamino-heptanoylamino)-indane-1-carbonyl]-amino}-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid tert-butyl ester (812667-36-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 62 percent / HOBt*H₂O; 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆^(1-); triethylamine / dimethylformamide / 2 h

2: 86 percent / H₂; acetic acid / Pd/C / 10 h

3: HOBt*H₂O; 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆; triethylamine / dimethylformamide / 2 h

4: acetic acid; H₂ / Pd/C / 10 h

5: HOBt*H₂O; 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆^(1-); triethylamine / dimethylformamide / 2 h

With hydrogen; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; triethylamine; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2004.08.041

Reference yield:

(+)-(R)-tert-butyl 1-[(S)-2-amino-3-phenylpropanoyl]pyrrolidine-2-carboxylate (221186-79-4) → 1-(2-{[1-(7-benzyloxycarbonyl-2-tert-butoxycarbonylamino-heptanoylamino)-indane-1-carbonyl]-amino}-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid tert-butyl ester (812667-36-0)

Guidance literature:

Multi-step reaction with 3 steps

1: HOBt*H₂O; 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆; triethylamine / dimethylformamide / 2 h

2: acetic acid; H₂ / Pd/C / 10 h

3: HOBt*H₂O; 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆^(1-); triethylamine / dimethylformamide / 2 h

With hydrogen; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; triethylamine; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2004.08.041

upstream raw materials:

(S)-8-(benzyloxy)-2-(tert-butoxycarbonylamino)-suberic acid

N-Cbz-L-Phe

L-proline t-butyl ester

(+)-(R)-tert-butyl 1-[(S)-2-amino-3-phenylpropanoyl]pyrrolidine-2-carboxylate

Downstream raw materials:

C₃₉H₄₄N₄O₆

C₃₉H₄₄N₄O₆

C₃₂H₃₈N₄O₆

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