[(3aS,4R,5S,9bR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2,5-trimethyl-3a,4,5,6,7,8,9,9b-octahydro-naphtho[1,2-d][1,3]dioxol-4-yl]-acetonitrile

Base Information

Chemical Name:[(3aS,4R,5S,9bR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2,5-trimethyl-3a,4,5,6,7,8,9,9b-octahydro-naphtho[1,2-d][1,3]dioxol-4-yl]-acetonitrile
CAS No.:143121-47-5
Molecular Formula:C₃₃H₄₃NO₃Si
Molecular Weight:529.795
Hs Code.:

Synonyms:[(3aS,4R,5S,9bR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2,5-trimethyl-3a,4,5,6,7,8,9,9b-octahydro-naphtho[1,2-d][1,3]dioxol-4-yl]-acetonitrile

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Chemical Property of [(3aS,4R,5S,9bR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2,5-trimethyl-3a,4,5,6,7,8,9,9b-octahydro-naphtho[1,2-d][1,3]dioxol-4-yl]-acetonitrile

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Technology Process of [(3aS,4R,5S,9bR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2,5-trimethyl-3a,4,5,6,7,8,9,9b-octahydro-naphtho[1,2-d][1,3]dioxol-4-yl]-acetonitrile

There total 3 articles about [(3aS,4R,5S,9bR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2,5-trimethyl-3a,4,5,6,7,8,9,9b-octahydro-naphtho[1,2-d][1,3]dioxol-4-yl]-acetonitrile 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: 94.0%

: 151-50-8
potassium cyanide

: 143121-46-4
Methanesulfonic acid (3aS,4S,5S,9bR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2,5-trimethyl-3a,4,5,6,7,8,9,9b-octahydro-naphtho[1,2-d][1,3]dioxol-4-ylmethyl ester

: 143121-47-5
[(3aS,4R,5S,9bR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2,5-trimethyl-3a,4,5,6,7,8,9,9b-octahydro-naphtho[1,2-d][1,3]dioxol-4-yl]-acetonitrile

Guidance literature:: In dimethyl sulfoxide; at 65 ℃; for 15h;
DOI:10.1021/jo00044a025

Reference yield:

: 143121-45-3
[(3aR,4R,5R,9bS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2,5-trimethyl-3a,4,5,6,7,8,9,9b-octahydro-naphtho[1,2-d][1,3]dioxol-4-yl]-methanol

: 143121-47-5
[(3aS,4R,5S,9bR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2,5-trimethyl-3a,4,5,6,7,8,9,9b-octahydro-naphtho[1,2-d][1,3]dioxol-4-yl]-acetonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / NEt₃ / CH₂Cl₂ / 1 h / 25 °C

2: 94 percent / dimethylsulfoxide / 15 h / 65 °C

With triethylamine; In dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00044a025

Reference yield:

: 143121-44-2
2,2-Dimethyl-propionic acid (3aS,4S,5S,9bR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2,5-trimethyl-3a,4,5,6,7,8,9,9b-octahydro-naphtho[1,2-d][1,3]dioxol-4-ylmethyl ester

: 143121-47-5
[(3aS,4R,5S,9bR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2,5-trimethyl-3a,4,5,6,7,8,9,9b-octahydro-naphtho[1,2-d][1,3]dioxol-4-yl]-acetonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / methyllithium / CH₂Cl₂; diethyl ether / 1.5 h / -78 °C

2: 99 percent / NEt₃ / CH₂Cl₂ / 1 h / 25 °C

3: 94 percent / dimethylsulfoxide / 15 h / 65 °C

With methyllithium; triethylamine; In diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00044a025