3β-[(tert-butyldiphenylsilyl)oxy]-2-methylene-25-[(triethylsilyl)-oxy]-9,10-secocholesta-5(10),8-dien-6-yne

Base Information

Chemical Name:3β-[(tert-butyldiphenylsilyl)oxy]-2-methylene-25-[(triethylsilyl)-oxy]-9,10-secocholesta-5(10),8-dien-6-yne
CAS No.:1431137-73-3
Molecular Formula:C₅₀H₇₄O₂Si₂
Molecular Weight:763.307
Hs Code.:

Synonyms:3β-[(tert-butyldiphenylsilyl)oxy]-2-methylene-25-[(triethylsilyl)-oxy]-9,10-secocholesta-5(10),8-dien-6-yne

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Chemical Property of 3β-[(tert-butyldiphenylsilyl)oxy]-2-methylene-25-[(triethylsilyl)-oxy]-9,10-secocholesta-5(10),8-dien-6-yne

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Technology Process of 3β-[(tert-butyldiphenylsilyl)oxy]-2-methylene-25-[(triethylsilyl)-oxy]-9,10-secocholesta-5(10),8-dien-6-yne

There total 14 articles about 3β-[(tert-butyldiphenylsilyl)oxy]-2-methylene-25-[(triethylsilyl)-oxy]-9,10-secocholesta-5(10),8-dien-6-yne 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: 87.0%

: (5R)-5-[(tert-butyldiphenylsilyl)oxy]-1-ethynyl-2-methyl-4-methylene-cyclohexane

: C₂₅H₄₅F₃O₃SSi

: 1431137-73-3
3β-[(tert-butyldiphenylsilyl)oxy]-2-methylene-25-[(triethylsilyl)-oxy]-9,10-secocholesta-5(10),8-dien-6-yne

Guidance literature:: With copper(l) iodide; bis(acetato)bis(triphenylphosphine)palladium⁽⁰⁾; diethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h; Inert atmosphere;

Reference yield: 87.0%

: (5R)-5-[(tert-butyldiphenylsilyl)oxy]-1-ethynyl-2-methyl-4-methylenecyclohexane

: 134458-36-9
25-hydroxy-de-A,B-cholest-8-en-8-yl trifluoromethanesulfonate

: 1431137-73-3
3β-[(tert-butyldiphenylsilyl)oxy]-2-methylene-25-[(triethylsilyl)-oxy]-9,10-secocholesta-5(10),8-dien-6-yne

Guidance literature:: With copper(l) iodide; (PPh₃)₂Pd(OAc)₂; diethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h; Inert atmosphere;
DOI:10.1021/jm500750b

Reference yield:

: 1431137-66-4
(2R,4R,5R)-2-[(tert-butyldiphenylsilyl)oxy]-5-methyl-4-pivaloyloxy-cyclohexanone

: 1431137-73-3
3β-[(tert-butyldiphenylsilyl)oxy]-2-methylene-25-[(triethylsilyl)-oxy]-9,10-secocholesta-5(10),8-dien-6-yne

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium / tetrahydrofuran / 0.75 h / 0 °C

1.2: 5 h / -78 - 20 °C

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 1.5 h / -78 - 40 °C

3.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere

4.2: 0.75 h / -78 - 0 °C

5.1: methanesulfonyl chloride; triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

6.1: potassium carbonate / tetrahydrofuran; methanol / 19 h / 20 °C / Inert atmosphere

7.1: bis(acetato)bis(triphenylphosphine)palladium⁽⁰⁾; copper(l) iodide; diethylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

With copper(l) iodide; n-butyllithium; bis(acetato)bis(triphenylphosphine)palladium⁽⁰⁾; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; methanesulfonyl chloride; diethylamine; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;