(3E,5E,11Z)-(7S,8S)-13-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-8-methoxy-3,7,11-trimethyl-trideca-3,5,11-trien-2-ol

Base Information

Chemical Name:(3E,5E,11Z)-(7S,8S)-13-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-8-methoxy-3,7,11-trimethyl-trideca-3,5,11-trien-2-ol
CAS No.:210774-74-6
Molecular Formula:C₃₃H₄₇ClO₃Si
Molecular Weight:555.273
Hs Code.:

Synonyms:(3E,5E,11Z)-(7S,8S)-13-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-8-methoxy-3,7,11-trimethyl-trideca-3,5,11-trien-2-ol

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Chemical Property of (3E,5E,11Z)-(7S,8S)-13-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-8-methoxy-3,7,11-trimethyl-trideca-3,5,11-trien-2-ol

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Technology Process of (3E,5E,11Z)-(7S,8S)-13-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-8-methoxy-3,7,11-trimethyl-trideca-3,5,11-trien-2-ol

There total 12 articles about (3E,5E,11Z)-(7S,8S)-13-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-8-methoxy-3,7,11-trimethyl-trideca-3,5,11-trien-2-ol 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: 86.0%

: 593-71-5
Chloroiodomethane

: 210774-73-5
(2E,4E,10Z)-(6S,7S)-12-(tert-Butyl-diphenyl-silanyloxy)-7-methoxy-2,6,10-trimethyl-dodeca-2,4,10-trienal

: 210774-74-6
(3E,5E,11Z)-(7S,8S)-13-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-8-methoxy-3,7,11-trimethyl-trideca-3,5,11-trien-2-ol

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

Reference yield:

: 141-12-8,8022-83-1
neryl acetate

: 210774-74-6
(3E,5E,11Z)-(7S,8S)-13-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-8-methoxy-3,7,11-trimethyl-trideca-3,5,11-trien-2-ol

Guidance literature:: Multi-step reaction with 12 steps

1: 67 percent / 1.) ozone; 2.) zinc dust, acetic acid / CH₂Cl₂ / 1.) -78 deg C; 2.) rt, 2 h

2: 94 percent / lanthanum chloride hydrate / methanol / 4 h

3: 98 percent / potassium carbonate / methanol / 15 h

4: 98 percent / imidazole / tetrahydrofuran / 1 h

5: 69 percent / p-toluenesulfonic acid / acetone; H₂O

6: 1.) di-n-butylboron triflate, triethylamine; 2.) trimethylaluminum / 1.) CH₂Cl₂, -78 deg C, 3 h; 2.) CH₂Cl₂, toluene, -15 deg C; rt, 12 h

7: 94 percent / sodium hydride / tetrahydrofuran; hexane; dimethylformamide / 3 h / 0 °C

8: 99 percent / DIBALH / tetrahydrofuran / 1 h / -90 °C

9: 94 percent / 1.) n-butyllithium / diethyl ether / 1.) -10 deg C, 20 min; 2.) -20 deg C, 30 min

10: 80 percent / DIBALH / CH₂Cl₂ / 1 h / -78 °C

11: 86 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.33 h / Ambient temperature

12: 86 percent / butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

With 1H-imidazole; lanthanum(III) chloride; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; sodium hydride; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; ozone; acetic acid; triethylamine; zinc; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone;

Reference yield:

: 37905-00-3
acetic acid (Z)-3-methyl-6-oxo-hex-2-enyl ester

: 210774-74-6
(3E,5E,11Z)-(7S,8S)-13-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-8-methoxy-3,7,11-trimethyl-trideca-3,5,11-trien-2-ol

Guidance literature:: Multi-step reaction with 11 steps

1: 94 percent / lanthanum chloride hydrate / methanol / 4 h

2: 98 percent / potassium carbonate / methanol / 15 h

3: 98 percent / imidazole / tetrahydrofuran / 1 h

4: 69 percent / p-toluenesulfonic acid / acetone; H₂O

5: 1.) di-n-butylboron triflate, triethylamine; 2.) trimethylaluminum / 1.) CH₂Cl₂, -78 deg C, 3 h; 2.) CH₂Cl₂, toluene, -15 deg C; rt, 12 h

6: 94 percent / sodium hydride / tetrahydrofuran; hexane; dimethylformamide / 3 h / 0 °C

7: 99 percent / DIBALH / tetrahydrofuran / 1 h / -90 °C

8: 94 percent / 1.) n-butyllithium / diethyl ether / 1.) -10 deg C, 20 min; 2.) -20 deg C, 30 min

9: 80 percent / DIBALH / CH₂Cl₂ / 1 h / -78 °C

10: 86 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.33 h / Ambient temperature

11: 86 percent / butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

With 1H-imidazole; lanthanum(III) chloride; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; sodium hydride; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone;