20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-22-homo-21-norvitamin D3

Base Information

Chemical Name:20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-22-homo-21-norvitamin D3
CAS No.:733047-53-5
Molecular Formula:C₃₉H₇₂O₃Si₂
Molecular Weight:645.17
Hs Code.:

Synonyms:20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-22-homo-21-norvitamin D3

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Chemical Property of 20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-22-homo-21-norvitamin D3

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Technology Process of 20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-22-homo-21-norvitamin D3

There total 20 articles about 20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-22-homo-21-norvitamin D3 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: 93.0%

: 81522-68-1
[(2Z)-2-[(3S,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

: 733047-51-3
20(17->18)-abeo-de-A,B-25-hydroxy-22-homo-21-norcholestan-8-one

: 733047-53-5
20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-22-homo-21-norvitamin D3

Guidance literature:: With n-hexyllithium; In tetrahydrofuran; hexane; at -78 - -20 ℃; for 3h;
DOI:10.1021/jo0498664

Reference yield:

: 4224-70-8
6-bromohexanoic acid

: 733047-53-5
20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-22-homo-21-norvitamin D3

Guidance literature:: Multi-step reaction with 7 steps

1.1: 99 percent / acetonitrile / 24 h / Heating

2.1: t-BuOK / benzene / 2 h / Heating

2.2: 76 percent / benzene / 12 h / 20 °C

3.1: tetrahydrofuran; diethyl ether / 4 h / 20 °C

3.2: 80 percent / tetrahydrofuran; diethyl ether / 12 h / -20 °C

4.1: 63 percent / aq. HF / acetonitrile / 3 h

5.1: 96 percent / H₂ / Pd/C / ethyl acetate / 16 h

6.1: 90 percent / pyridinium dichromate / CH₂Cl₂ / 16 h

7.1: 93 percent / n-HexLi / hexane; tetrahydrofuran / 3 h / -78 - -20 °C

With dipyridinium dichromate; hydrogen fluoride; potassium tert-butylate; hydrogen; n-hexyllithium; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; ethyl acetate; acetonitrile; benzene; 2.2: Wittig reaction;
DOI:10.1021/jo0498664

Reference yield:

: 50889-29-7
(5-carboxypentyl)triphenylphosphonium bromide

: 733047-53-5
20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-22-homo-21-norvitamin D3

Guidance literature:: Multi-step reaction with 6 steps

1.1: t-BuOK / benzene / 2 h / Heating

1.2: 76 percent / benzene / 12 h / 20 °C

2.1: tetrahydrofuran; diethyl ether / 4 h / 20 °C

2.2: 80 percent / tetrahydrofuran; diethyl ether / 12 h / -20 °C

3.1: 63 percent / aq. HF / acetonitrile / 3 h

4.1: 96 percent / H₂ / Pd/C / ethyl acetate / 16 h

5.1: 90 percent / pyridinium dichromate / CH₂Cl₂ / 16 h

6.1: 93 percent / n-HexLi / hexane; tetrahydrofuran / 3 h / -78 - -20 °C

With dipyridinium dichromate; hydrogen fluoride; potassium tert-butylate; hydrogen; n-hexyllithium; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; ethyl acetate; acetonitrile; benzene; 1.2: Wittig reaction;
DOI:10.1021/jo0498664