(3aR,4S,6R,7S,7aR)-2-Benzoyl-3-benzyl-7-(tert-butyl-dimethyl-silanyloxymethyl)-6-hydroxy-4-methyl-5-methylene-octahydro-isoindol-1-one

Base Information

Chemical Name:(3aR,4S,6R,7S,7aR)-2-Benzoyl-3-benzyl-7-(tert-butyl-dimethyl-silanyloxymethyl)-6-hydroxy-4-methyl-5-methylene-octahydro-isoindol-1-one
CAS No.:80361-15-5
Molecular Formula:C₃₁H₄₁NO₄Si
Molecular Weight:519.756
Hs Code.:

Synonyms:(3aR,4S,6R,7S,7aR)-2-Benzoyl-3-benzyl-7-(tert-butyl-dimethyl-silanyloxymethyl)-6-hydroxy-4-methyl-5-methylene-octahydro-isoindol-1-one

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Chemical Property of (3aR,4S,6R,7S,7aR)-2-Benzoyl-3-benzyl-7-(tert-butyl-dimethyl-silanyloxymethyl)-6-hydroxy-4-methyl-5-methylene-octahydro-isoindol-1-one

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Technology Process of (3aR,4S,6R,7S,7aR)-2-Benzoyl-3-benzyl-7-(tert-butyl-dimethyl-silanyloxymethyl)-6-hydroxy-4-methyl-5-methylene-octahydro-isoindol-1-one

There total 15 articles about (3aR,4S,6R,7S,7aR)-2-Benzoyl-3-benzyl-7-(tert-butyl-dimethyl-silanyloxymethyl)-6-hydroxy-4-methyl-5-methylene-octahydro-isoindol-1-one 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:

: 80360-95-8
(3aR,4S,7S,7aR)-2-Benzoyl-3-benzyl-7-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-5-trimethylsilanylmethyl-2,3,3a,4,7,7a-hexahydro-isoindol-1-one

: 80361-15-5
(3aR,4S,6R,7S,7aR)-2-Benzoyl-3-benzyl-7-(tert-butyl-dimethyl-silanyloxymethyl)-6-hydroxy-4-methyl-5-methylene-octahydro-isoindol-1-one

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 0.5h;
DOI:10.1021/jo00347a034

Reference yield:

: 1795-96-6
phenylalanine ethyl ester

: 80361-15-5
(3aR,4S,6R,7S,7aR)-2-Benzoyl-3-benzyl-7-(tert-butyl-dimethyl-silanyloxymethyl)-6-hydroxy-4-methyl-5-methylene-octahydro-isoindol-1-one

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / K₂CO₃ / diethyl ether; H₂O / ice bath

2: sodium ethanolate / ethanol; diethyl ether / 15 h / Ambient temperature

3: 90 percent / acetonitrile; H₂O / 2 h / 70 °C

4: 75 percent / sodium cyanoborohydride, chloroacetic acid / methanol / 1 h / Ambient temperature

5: n-BuLi / tetrahydrofuran; hexane / -78 - 25 °C

6: triethylamine / tetrahydrofuran; hexane

7: 62 percent / 2,6-di-tert-butylhydroquinone / toluene / 78 h / 150 °C

8: 0.05 g / MCPBA / CH₂Cl₂ / 0.5 h / 0 - 20 °C

With n-butyllithium; 2,6-di-tert-butyl-4-hydroxyphenol; sodium ethanolate; sodium cyanoborohydride; potassium carbonate; triethylamine; chloroacetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/jo00347a034

Reference yield:

: 80408-25-9
ethyl 5‐benzyl‐4‐hydroxy‐2‐oxo‐2,5‐dihydro‐1H‐pyrrole‐3‐carboxylate

: 80361-15-5
(3aR,4S,6R,7S,7aR)-2-Benzoyl-3-benzyl-7-(tert-butyl-dimethyl-silanyloxymethyl)-6-hydroxy-4-methyl-5-methylene-octahydro-isoindol-1-one

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / acetonitrile; H₂O / 2 h / 70 °C

2: 75 percent / sodium cyanoborohydride, chloroacetic acid / methanol / 1 h / Ambient temperature

3: n-BuLi / tetrahydrofuran; hexane / -78 - 25 °C

4: triethylamine / tetrahydrofuran; hexane

5: 62 percent / 2,6-di-tert-butylhydroquinone / toluene / 78 h / 150 °C

6: 0.05 g / MCPBA / CH₂Cl₂ / 0.5 h / 0 - 20 °C

With n-butyllithium; 2,6-di-tert-butyl-4-hydroxyphenol; sodium cyanoborohydride; triethylamine; chloroacetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/jo00347a034