1α,3β-bis[(tert-butyldimethylsilyl)oxy]-9-methyl-25-[(triethylsilyl)oxy]-9,10-secocholesta-5(10),8-dien-6-yne

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Chemical Name:1α,3β-bis[(tert-butyldimethylsilyl)oxy]-9-methyl-25-[(triethylsilyl)oxy]-9,10-secocholesta-5(10),8-dien-6-yne
CAS No.:1421640-74-5
Molecular Formula:C₄₆H₈₆O₃Si₃
Molecular Weight:771.444
Hs Code.:

Synonyms:1α,3β-bis[(tert-butyldimethylsilyl)oxy]-9-methyl-25-[(triethylsilyl)oxy]-9,10-secocholesta-5(10),8-dien-6-yne

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Chemical Property of 1α,3β-bis[(tert-butyldimethylsilyl)oxy]-9-methyl-25-[(triethylsilyl)oxy]-9,10-secocholesta-5(10),8-dien-6-yne

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Technology Process of 1α,3β-bis[(tert-butyldimethylsilyl)oxy]-9-methyl-25-[(triethylsilyl)oxy]-9,10-secocholesta-5(10),8-dien-6-yne

There total 2 articles about 1α,3β-bis[(tert-butyldimethylsilyl)oxy]-9-methyl-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: 92.0%

: 1421640-73-4
1α,3β-bis[(tert-butyldimethylsilyl)oxy]-9α-methyl-25-[(triethylsilyl)oxy]-9,10-secocholest-5(10)-en-6-yn-8β-ol

: 1421640-74-5
1α,3β-bis[(tert-butyldimethylsilyl)oxy]-9-methyl-25-[(triethylsilyl)oxy]-9,10-secocholesta-5(10),8-dien-6-yne

Guidance literature:: With Burgess Reagent; In toluene; at 50 ℃; for 0.5h;
DOI:10.1021/jo302513e

Reference yield:

: 144848-24-8
25-[(triethylsilyl)oxy]de-A,B-cholestan-8-one

: 1421640-74-5
1α,3β-bis[(tert-butyldimethylsilyl)oxy]-9-methyl-25-[(triethylsilyl)oxy]-9,10-secocholesta-5(10),8-dien-6-yne

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 - -30 °C / Inert atmosphere

1.2: 4 h / -78 - -30 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

2.3: -78 - 20 °C / Inert atmosphere

3.1: Burgess Reagent / toluene / 0.5 h / 50 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; Burgess Reagent; lithium diisopropyl amide; In tetrahydrofuran; hexane; n-heptane; ethylbenzene; toluene;
DOI:10.1021/jo302513e