(2'R,3R,4'S,5'S)-1,2-dihydro-2'-(2-methoxy-2-methylpropyl)-2-oxo-5'-[[(2R)-2-[(phenylmethoxy)carbonyl]-1-pyrrolidinyl]carbonyl]spiro[3H-indole-3,3'-pyrrolidine]-4'-carboxylic acid ethyl ester

Base Information

• Chemical Name: (2'R,3R,4'S,5'S)-1,2-dihydro-2'-(2-methoxy-2-methylpropyl)-2-oxo-5'-[[(2R)-2-[(phenylmethoxy)carbonyl]-1-pyrrolidinyl]carbonyl]spiro[3H-indole-3,3'-pyrrolidine]-4'-carboxylic acid ethyl ester
• CAS No.: 282735-80-2
• Molecular Formula: C₃₂H₃₉N₃O₇
• Molecular Weight: 577.678
• Mol file: 282735-80-2.mol

Synonyms:

Chemical Property of (2'R,3R,4'S,5'S)-1,2-dihydro-2'-(2-methoxy-2-methylpropyl)-2-oxo-5'-[[(2R)-2-[(phenylmethoxy)carbonyl]-1-pyrrolidinyl]carbonyl]spiro[3H-indole-3,3'-pyrrolidine]-4'-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'R,3R,4'S,5'S)-1,2-dihydro-2'-(2-methoxy-2-methylpropyl)-2-oxo-5'-[[(2R)-2-[(phenylmethoxy)carbonyl]-1-pyrrolidinyl]carbonyl]spiro[3H-indole-3,3'-pyrrolidine]-4'-carboxylic acid ethyl ester

There total 6 articles about (2'R,3R,4'S,5'S)-1,2-dihydro-2'-(2-methoxy-2-methylpropyl)-2-oxo-5'-[[(2R)-2-[(phenylmethoxy)carbonyl]-1-pyrrolidinyl]carbonyl]spiro[3H-indole-3,3'-pyrrolidine]-4'-carboxylic acid ethyl 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:

solfit (56539-66-3) → (2'R,3R,4'S,5'S)-1,2-dihydro-2'-(2-methoxy-2-methylpropyl)-2-oxo-5'-[[(2R)-2-[(phenylmethoxy)carbonyl]-1-pyrrolidinyl]carbonyl]spiro[3H-indole-3,3'-pyrrolidine]-4'-carboxylic acid ethyl ester (282735-80-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / DMSO; oxalyl chloride; pyridine / Et₃N / CH₂Cl₂ / 1.25 h / -78 - 4 °C

2: 3 Angstroem molecular sieves / toluene / 1 h / 60 °C

3: H₂; PdCl₂ / tetrahydrofuran; ethanol / 36 h / 3620.04 Torr

4: [benzotriazol-1-yloxy-tris(dimethylamino)phosphonium]PF₆; triethylamine / acetonitrile / 8 h / 20 °C

With pyridine; oxalyl dichloride; 3 A molecular sieve; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; dimethyl sulfoxide; triethylamine; palladium dichloride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; toluene; acetonitrile; 1: Swern oxidation;

DOI:10.1016/S0040-4020(02)00630-0

Reference yield:

D-proline benzyl ester hydrochloride + (2'R,3R,4'S,5'S)-1,2-dihydro-2'-(2-methoxy-2-methylpropyl)-2-oxospiro[3H-indole-3,3'-pyrrolidine]-4',5'-dicarboxylic acid 4'-ethyl ester monohydrochloride → (2'R,3R,4'S,5'S)-1,2-dihydro-2'-(2-methoxy-2-methylpropyl)-2-oxo-5'-[[(2R)-2-[(phenylmethoxy)carbonyl]-1-pyrrolidinyl]carbonyl]spiro[3H-indole-3,3'-pyrrolidine]-4'-carboxylic acid ethyl ester (282735-80-2)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In acetonitrile; at 20 ℃; for 8h;

DOI:10.1016/S0040-4020(02)00630-0

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → (2'R,3R,4'S,5'S)-1,2-dihydro-2'-(2-methoxy-2-methylpropyl)-2-oxo-5'-[[(2R)-2-[(phenylmethoxy)carbonyl]-1-pyrrolidinyl]carbonyl]spiro[3H-indole-3,3'-pyrrolidine]-4'-carboxylic acid ethyl ester (282735-80-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / bis-(2-methoxy-ethyl) ether / Heating

2: 3 Angstroem molecular sieves / toluene / 1 h / 60 °C

3: H₂; PdCl₂ / tetrahydrofuran; ethanol / 36 h / 3620.04 Torr

4: [benzotriazol-1-yloxy-tris(dimethylamino)phosphonium]PF₆; triethylamine / acetonitrile / 8 h / 20 °C

With 3 A molecular sieve; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; palladium dichloride; In tetrahydrofuran; ethanol; diethylene glycol dimethyl ether; toluene; acetonitrile;

DOI:10.1016/S0040-4020(02)00630-0

upstream raw materials:

solfit

indole-2,3-dione

(E)-(2-oxo-1,2-dihydroindol-3-ylidene)acetic acid ethyl ester

3-methoxy-3-methylbutanal