(2R,5R,11bS,1'R)-2-(tert-butoxycarbonyl)amino-5-[(1'-carbamoyl-2'-phenyl)ethyl]carbamoyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole

Base Information

• Chemical Name: (2R,5R,11bS,1'R)-2-(tert-butoxycarbonyl)amino-5-[(1'-carbamoyl-2'-phenyl)ethyl]carbamoyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole
• CAS No.: 872035-08-0
• Molecular Formula: C₂₉H₃₃N₅O₅
• Molecular Weight: 531.612
• Mol file: 872035-08-0.mol

Synonyms:(2R,5R,11bS,1'R)-2-(tert-butoxycarbonyl)amino-5-[(1'-carbamoyl-2'-phenyl)ethyl]carbamoyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole

Chemical Property of (2R,5R,11bS,1'R)-2-(tert-butoxycarbonyl)amino-5-[(1'-carbamoyl-2'-phenyl)ethyl]carbamoyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,5R,11bS,1'R)-2-(tert-butoxycarbonyl)amino-5-[(1'-carbamoyl-2'-phenyl)ethyl]carbamoyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole

There total 1 articles about (2R,5R,11bS,1'R)-2-(tert-butoxycarbonyl)amino-5-[(1'-carbamoyl-2'-phenyl)ethyl]carbamoyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole 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: 95.0%

D-Phenylalaninamide (5241-58-7,5241-59-8,17193-31-6,60058-39-1) + (2R,,5R,11bS)-2-(tert-butoxycarbonyl)amino-5-carboxy-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole (305322-32-1) → (2R,5R,11bS,1'R)-2-(tert-butoxycarbonyl)amino-5-[(1'-carbamoyl-2'-phenyl)ethyl]carbamoyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole (872035-08-0)

Guidance literature:

With TEA; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In dichloromethane;

DOI:10.1021/jm050689o

Reference yield:

(2R,5R,11bS,1'R)-2-(tert-butoxycarbonyl)amino-5-[(1'-carbamoyl-2'-phenyl)ethyl]carbamoyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole (872035-08-0) → (2R,5R,11bS)-2-Amino-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole-5-carboxylic acid ((R)-1-carbamoyl-2-phenyl-ethyl)-amide

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jm050689o

Reference yield:

(2R,5R,11bS,1'R)-2-(tert-butoxycarbonyl)amino-5-[(1'-carbamoyl-2'-phenyl)ethyl]carbamoyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole (872035-08-0) → (2R,5R,11bS,1'R)-2-[(Nα-(tert-butoxycarbonyl)-D-tryptophyl)amino]-5-[(1'-carbamoyl-2'-phenyl)ethyl]carbamoyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂ / 1 h / 20 °C

2: BOP; TEA / CH₂Cl₂

With TEA; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm050689o

upstream raw materials:

D-Phenylalaninamide

(2R,,5R,11bS)-2-(tert-butoxycarbonyl)amino-5-carboxy-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole