((E)-(3R,8S)-10-Benzyloxy-3,7,8-trimethyl-5-methylene-dec-6-enyloxy)-tert-butyl-diphenyl-silane

Base Information

Chemical Name:((E)-(3R,8S)-10-Benzyloxy-3,7,8-trimethyl-5-methylene-dec-6-enyloxy)-tert-butyl-diphenyl-silane
CAS No.:219654-14-5
Molecular Formula:C₃₇H₅₀O₂Si
Molecular Weight:554.888
Hs Code.:

Synonyms:((E)-(3R,8S)-10-Benzyloxy-3,7,8-trimethyl-5-methylene-dec-6-enyloxy)-tert-butyl-diphenyl-silane

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Chemical Property of ((E)-(3R,8S)-10-Benzyloxy-3,7,8-trimethyl-5-methylene-dec-6-enyloxy)-tert-butyl-diphenyl-silane

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Technology Process of ((E)-(3R,8S)-10-Benzyloxy-3,7,8-trimethyl-5-methylene-dec-6-enyloxy)-tert-butyl-diphenyl-silane

There total 13 articles about ((E)-(3R,8S)-10-Benzyloxy-3,7,8-trimethyl-5-methylene-dec-6-enyloxy)-tert-butyl-diphenyl-silane 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: 88.0%

: 19493-09-5
Methylenetriphenylphosphorane

: 219654-17-8
(E)-(3S,8S)-10-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-3,7,8-trimethyl-dec-6-en-5-one

: 219654-14-5
((E)-(3R,8S)-10-Benzyloxy-3,7,8-trimethyl-5-methylene-dec-6-enyloxy)-tert-butyl-diphenyl-silane

Guidance literature:: In diethyl ether; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4039(98)02009-7

Reference yield:

: Methanesulfonic acid (S)-4-benzyloxy-2-methyl-butyl ester

: 219654-14-5
((E)-(3R,8S)-10-Benzyloxy-3,7,8-trimethyl-5-methylene-dec-6-enyloxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: K₂CO₃ / dimethylformamide / 0.5 h / 25 °C

2: mCPBA / CH₂Cl₂ / 3 h / 0 - 25 °C

3: H₂ / Pd/C / methanol / 1 h / 25 °C

4: Et₃N, DMAP / CH₂Cl₂ / 3 h / 25 °C

5: n-BuLi / tetrahydrofuran / 1 h / -78 - 0 °C

6: o-iodoxybenzoic acid / dimethylsulfoxide / 1 h / 25 °C

7: 60 percent / lithium naphthalenide / tetrahydrofuran / 1 h / -78 °C

8: 88 percent / diethyl ether / 0.5 h / 0 °C

With dmap; n-butyllithium; hydrogen; potassium carbonate; triethylamine; naphthalen-1-yl-lithium; 3-chloro-benzenecarboperoxoic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)02009-7

Reference yield:

: C₁₈H₂₂OS

: 219654-14-5
((E)-(3R,8S)-10-Benzyloxy-3,7,8-trimethyl-5-methylene-dec-6-enyloxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: mCPBA / CH₂Cl₂ / 3 h / 0 - 25 °C

2: H₂ / Pd/C / methanol / 1 h / 25 °C

3: Et₃N, DMAP / CH₂Cl₂ / 3 h / 25 °C

4: n-BuLi / tetrahydrofuran / 1 h / -78 - 0 °C

5: o-iodoxybenzoic acid / dimethylsulfoxide / 1 h / 25 °C

6: 60 percent / lithium naphthalenide / tetrahydrofuran / 1 h / -78 °C

7: 88 percent / diethyl ether / 0.5 h / 0 °C

With dmap; n-butyllithium; hydrogen; triethylamine; naphthalen-1-yl-lithium; 3-chloro-benzenecarboperoxoic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(98)02009-7