(5S,6R)-(-)-5-(5,5-dimethoxypent-2-yl)-1-<(1R)-1-(2,6-dichlorophenyl)ethyl>pyrrolidinone

Base Information

Chemical Name:(5S,6R)-(-)-5-(5,5-dimethoxypent-2-yl)-1-<(1R)-1-(2,6-dichlorophenyl)ethyl>pyrrolidinone
CAS No.:134457-75-3
Molecular Formula:C₁₉H₂₇Cl₂NO₃
Molecular Weight:388.334
Hs Code.:

Synonyms:(5S,6R)-(-)-5-(5,5-dimethoxypent-2-yl)-1-<(1R)-1-(2,6-dichlorophenyl)ethyl>pyrrolidinone

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Chemical Property of (5S,6R)-(-)-5-(5,5-dimethoxypent-2-yl)-1-<(1R)-1-(2,6-dichlorophenyl)ethyl>pyrrolidinone

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Technology Process of (5S,6R)-(-)-5-(5,5-dimethoxypent-2-yl)-1-<(1R)-1-(2,6-dichlorophenyl)ethyl>pyrrolidinone

There total 6 articles about (5S,6R)-(-)-5-(5,5-dimethoxypent-2-yl)-1-<(1R)-1-(2,6-dichlorophenyl)ethyl>pyrrolidinone 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: 98.0%

: 67-56-1
methanol

: (S)-1-[(R)-1-(2,6-Dichloro-phenyl)-ethyl]-5-((E)-(R)-4-methoxy-1-methyl-but-3-enyl)-pyrrolidin-2-one

: 134457-75-3
(5S,6R)-(-)-5-(5,5-dimethoxypent-2-yl)-1-<(1R)-1-(2,6-dichlorophenyl)ethyl>pyrrolidinone

Guidance literature:: With camphor-10-sulfonic acid; for 15h;
DOI:10.1021/jo00016a013

Reference yield:

: 126017-80-9
1-[(R)-1-(2,6-Dichloro-phenyl)-ethyl]-5-hydroxy-pyrrolidin-2-one

: 134457-75-3
(5S,6R)-(-)-5-(5,5-dimethoxypent-2-yl)-1-<(1R)-1-(2,6-dichlorophenyl)ethyl>pyrrolidinone

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / CH₂Cl₂ / 2 h

2: 99 percent / ZnBr₂ / tetrahydrofuran; diethyl ether / 2 h / 0 °C

3: 1) disiamylborane, 2) 30percent H₂O₂, 3M NaOH / 1) THF, 2h, 2) H₂O, 2h

4: 1) (COCl₂)2, DMSO, 2) NEt₃ / 1) CH₂Cl₂, 20 min, 2a) -78 deg C, 30 min, 2b) RT, 1h

5: 1) t-BuLi / 1) Et₂O, THF, 0 deg C, 15 min, 2) 5h

6: 98 percent / camphorsulfonic acid / 15 h

With sodium hydroxide; (COCl₂)2; camphor-10-sulfonic acid; dihydrogen peroxide; tert.-butyl lithium; bis-(1,2-dimethylpropyl)borane; dimethyl sulfoxide; triethylamine; zinc dibromide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo00016a013

Reference yield:

: 134457-72-0
(5R)-(-)-<(1R)-1-(2,6-dichlorophenyl)ethyl>-5-(p-toluenesulfonyl)pyrrolidinone

: 134457-75-3
(5S,6R)-(-)-5-(5,5-dimethoxypent-2-yl)-1-<(1R)-1-(2,6-dichlorophenyl)ethyl>pyrrolidinone

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / ZnBr₂ / tetrahydrofuran; diethyl ether / 2 h / 0 °C

2: 1) disiamylborane, 2) 30percent H₂O₂, 3M NaOH / 1) THF, 2h, 2) H₂O, 2h

3: 1) (COCl₂)2, DMSO, 2) NEt₃ / 1) CH₂Cl₂, 20 min, 2a) -78 deg C, 30 min, 2b) RT, 1h

4: 1) t-BuLi / 1) Et₂O, THF, 0 deg C, 15 min, 2) 5h

5: 98 percent / camphorsulfonic acid / 15 h

With sodium hydroxide; (COCl₂)2; camphor-10-sulfonic acid; dihydrogen peroxide; tert.-butyl lithium; bis-(1,2-dimethylpropyl)borane; dimethyl sulfoxide; triethylamine; zinc dibromide; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo00016a013