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

Base Information

Chemical Name:(E)-(3S,8S)-10-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-3,7,8-trimethyl-dec-6-en-5-one
CAS No.:219654-17-8
Molecular Formula:C₃₆H₄₈O₃Si
Molecular Weight:556.861
Hs Code.:

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

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Chemical Property of (E)-(3S,8S)-10-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-3,7,8-trimethyl-dec-6-en-5-one

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Technology Process of (E)-(3S,8S)-10-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-3,7,8-trimethyl-dec-6-en-5-one

There total 13 articles about (E)-(3S,8S)-10-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-3,7,8-trimethyl-dec-6-en-5-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: 60.0%

: 219654-13-4
(E)-(3S,8S)-4-Benzenesulfonyl-10-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-3,7,8-trimethyl-dec-6-en-5-one

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

Guidance literature:: With naphthalen-1-yl-lithium; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1016/S0040-4039(98)02009-7

Reference yield:

: 66261-30-1
(S)-4-(benzyloxy)-2-methylbutan-1-ol

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

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine / 3 h / 25 °C

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

3: mCPBA / CH₂Cl₂ / 3 h / 0 - 25 °C

4: H₂ / Pd/C / methanol / 1 h / 25 °C

5: Et₃N, DMAP / CH₂Cl₂ / 3 h / 25 °C

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

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

8: 60 percent / lithium naphthalenide / tetrahydrofuran / 1 h / -78 °C

With pyridine; 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; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)02009-7

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

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; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)02009-7