(5Z,7E)-(1S,3R)-1,3-bis(tert-butyldimethylsiloxy)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl acetate

Base Information

Chemical Name:(5Z,7E)-(1S,3R)-1,3-bis(tert-butyldimethylsiloxy)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl acetate
CAS No.:159352-63-3
Molecular Formula:C₄₁H₇₄O₅Si₂
Molecular Weight:703.207
Hs Code.:

Synonyms:(5Z,7E)-(1S,3R)-1,3-bis(tert-butyldimethylsiloxy)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl acetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5Z,7E)-(1S,3R)-1,3-bis(tert-butyldimethylsiloxy)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl acetate

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Technology Process of (5Z,7E)-(1S,3R)-1,3-bis(tert-butyldimethylsiloxy)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl acetate

There total 7 articles about (5Z,7E)-(1S,3R)-1,3-bis(tert-butyldimethylsiloxy)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl acetate 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: 89.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 151922-34-8
(5Z,7E)-(1S,3R)-3-(tert-butyldimethylsiloxy)-1,25-dihydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl acetate

: 159352-63-3
(5Z,7E)-(1S,3R)-1,3-bis(tert-butyldimethylsiloxy)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl acetate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 1h; Ambient temperature;
DOI:10.1039/P19940001809

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 159352-63-3
(5Z,7E)-(1S,3R)-1,3-bis(tert-butyldimethylsiloxy)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl acetate

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / imidazole / dimethylformamide / 1.5 h / Ambient temperature

2: 81 percent / pyridine / 3.5 h / Ambient temperature

3: 1.) Et₂O, irradiation, 2.) hexane, THF, room temperature, 14 days

4: 89 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1039/P19940001809

Reference yield:

: 151922-31-5
1α,2α-epoxy-cholesta-5,7-diene-3β,11α,25-triol

: 159352-63-3
(5Z,7E)-(1S,3R)-1,3-bis(tert-butyldimethylsiloxy)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl acetate

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / NaBH₄ / bis-(2-methoxy-ethyl) ether / 1 h / 80 °C

2: 91 percent / imidazole / dimethylformamide / 1.5 h / Ambient temperature

3: 81 percent / pyridine / 3.5 h / Ambient temperature

4: 1.) Et₂O, irradiation, 2.) hexane, THF, room temperature, 14 days

5: 89 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

With pyridine; 1H-imidazole; sodium tetrahydroborate; In diethylene glycol dimethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/P19940001809