(S)-5-Oxo-pyrrolidine-2-carboxylic acid [(3S,8aS)-3-(tert-butyl-dimethyl-silanyloxymethyl)-7-cyclohexyl-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-6-yl]-amide

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Chemical Name:(S)-5-Oxo-pyrrolidine-2-carboxylic acid [(3S,8aS)-3-(tert-butyl-dimethyl-silanyloxymethyl)-7-cyclohexyl-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-6-yl]-amide
CAS No.:183593-53-5
Molecular Formula:C₂₆H₄₃N₃O₄Si
Molecular Weight:489.731
Hs Code.:

(S)-5-Oxo-pyrrolidine-2-carboxylic acid [(3S,8aS)-3-(tert-butyl-dimethyl-silanyloxymethyl)-7-cyclohexyl-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-6-yl]-amide

Synonyms:(S)-5-Oxo-pyrrolidine-2-carboxylic acid [(3S,8aS)-3-(tert-butyl-dimethyl-silanyloxymethyl)-7-cyclohexyl-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-6-yl]-amide

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Chemical Property of (S)-5-Oxo-pyrrolidine-2-carboxylic acid [(3S,8aS)-3-(tert-butyl-dimethyl-silanyloxymethyl)-7-cyclohexyl-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-6-yl]-amide

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Technology Process of (S)-5-Oxo-pyrrolidine-2-carboxylic acid [(3S,8aS)-3-(tert-butyl-dimethyl-silanyloxymethyl)-7-cyclohexyl-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-6-yl]-amide

There total 8 articles about (S)-5-Oxo-pyrrolidine-2-carboxylic acid [(3S,8aS)-3-(tert-butyl-dimethyl-silanyloxymethyl)-7-cyclohexyl-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-6-yl]-amide 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:

: 183593-62-6
1-((S)-2-Hydroxymethyl-pyrrolidin-1-yl)-2-(1-vinyl-cyclohexyl)-ethanone

: 183593-53-5
(S)-5-Oxo-pyrrolidine-2-carboxylic acid [(3S,8aS)-3-(tert-butyl-dimethyl-silanyloxymethyl)-7-cyclohexyl-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-6-yl]-amide

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) NaH / 1.) THF, RT, 30 min, 2.) THF, RT, overnight

2: 74 percent / tetraethylammonium tosylate / carbon rod anode, Pt cathode

3: 94 percent / TiCl₄ / CH₂Cl₂ / Ambient temperature

4: 94 percent / H₂, MeONa / 5percent Pd/C

5: 95 percent / DBU / CH₂Cl₂ / 1 h / Ambient temperature

6: 1.) LDA, 2.) O₂ / 1.) THF, -78 deg C, 45 min, 2.) THF, -78 deg C, 30 min

7: 52 percent / NH₃ / methanol / 72 h / Ambient temperature

8: 1.) HOBt, 2.) EDCI / 1.) CH₂Cl₂, 0 deg C, 5 min, 2.) CH₂Cl₂, RT, overnight

With ammonia; hydrogen; oxygen; sodium methylate; titanium tetrachloride; sodium hydride; tetraethylammonium tosylate; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/ja961887v

Reference yield:

: (S)-7-(1-Chloro-cyclohexyl)-3-hydroxymethyl-hexahydro-indolizin-5-one

: 183593-53-5
(S)-5-Oxo-pyrrolidine-2-carboxylic acid [(3S,8aS)-3-(tert-butyl-dimethyl-silanyloxymethyl)-7-cyclohexyl-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-6-yl]-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / H₂, MeONa / 5percent Pd/C

2: 95 percent / DBU / CH₂Cl₂ / 1 h / Ambient temperature

3: 1.) LDA, 2.) O₂ / 1.) THF, -78 deg C, 45 min, 2.) THF, -78 deg C, 30 min

4: 52 percent / NH₃ / methanol / 72 h / Ambient temperature

5: 1.) HOBt, 2.) EDCI / 1.) CH₂Cl₂, 0 deg C, 5 min, 2.) CH₂Cl₂, RT, overnight

With ammonia; hydrogen; oxygen; sodium methylate; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/ja961887v

Reference yield:

: 183593-51-3
1-((S)-2-Benzyloxymethyl-pyrrolidin-1-yl)-2-(1-vinyl-cyclohexyl)-ethanone

: 183593-53-5
(S)-5-Oxo-pyrrolidine-2-carboxylic acid [(3S,8aS)-3-(tert-butyl-dimethyl-silanyloxymethyl)-7-cyclohexyl-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-6-yl]-amide

Guidance literature:: Multi-step reaction with 7 steps

1: 74 percent / tetraethylammonium tosylate / carbon rod anode, Pt cathode

2: 94 percent / TiCl₄ / CH₂Cl₂ / Ambient temperature

3: 94 percent / H₂, MeONa / 5percent Pd/C

4: 95 percent / DBU / CH₂Cl₂ / 1 h / Ambient temperature

5: 1.) LDA, 2.) O₂ / 1.) THF, -78 deg C, 45 min, 2.) THF, -78 deg C, 30 min

6: 52 percent / NH₃ / methanol / 72 h / Ambient temperature

7: 1.) HOBt, 2.) EDCI / 1.) CH₂Cl₂, 0 deg C, 5 min, 2.) CH₂Cl₂, RT, overnight

With ammonia; hydrogen; oxygen; sodium methylate; titanium tetrachloride; tetraethylammonium tosylate; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/ja961887v