1α-[(tert-butyldimethylsilyl)oxy]-20,21-dehydro-2-methylene-19,24,25,26,27-pentanorvitamin D3 tert-butyldimethylsilyl ether

Base Information

Chemical Name:1α-[(tert-butyldimethylsilyl)oxy]-20,21-dehydro-2-methylene-19,24,25,26,27-pentanorvitamin D3 tert-butyldimethylsilyl ether
CAS No.:1420291-62-8
Molecular Formula:C₃₅H₆₂O₂Si₂
Molecular Weight:571.047
Hs Code.:

Synonyms:1α-[(tert-butyldimethylsilyl)oxy]-20,21-dehydro-2-methylene-19,24,25,26,27-pentanorvitamin D3 tert-butyldimethylsilyl ether

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Chemical Property of 1α-[(tert-butyldimethylsilyl)oxy]-20,21-dehydro-2-methylene-19,24,25,26,27-pentanorvitamin D3 tert-butyldimethylsilyl ether

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Technology Process of 1α-[(tert-butyldimethylsilyl)oxy]-20,21-dehydro-2-methylene-19,24,25,26,27-pentanorvitamin D3 tert-butyldimethylsilyl ether

There total 7 articles about 1α-[(tert-butyldimethylsilyl)oxy]-20,21-dehydro-2-methylene-19,24,25,26,27-pentanorvitamin D3 tert-butyldimethylsilyl ether 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: 20.0%

: 1420291-61-7
(1R,3aR,7aR)-1-(1-methylene-propyl)-7a-methyl-octahydro-inden-4-one

: 213250-64-7
[2-[(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

: 1420291-62-8
1α-[(tert-butyldimethylsilyl)oxy]-20,21-dehydro-2-methylene-19,24,25,26,27-pentanorvitamin D3 tert-butyldimethylsilyl ether

Guidance literature:: [2-[(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-methylenecyclohexylidene]ethyl]diphenylphosphine oxide; With phenyllithium; In tetrahydrofuran; dibutyl ether; at -78 ℃; for 0.333333h; Inert atmosphere;

(1R,3aR,7aR)-1-(1-methylene-propyl)-7a-methyl-octahydro-inden-4-one; In tetrahydrofuran; dibutyl ether; at -78 - -20 ℃; for 2.5h;

Reference yield:

: 951777-92-7
benzoic acid (1S,3aR,4S,7aR)-1-[(S)-1'-cyano-1'-methylpropyl]-7a-methyl-octahydro-inden-4-yl ester

: 1420291-62-8
1α-[(tert-butyldimethylsilyl)oxy]-20,21-dehydro-2-methylene-19,24,25,26,27-pentanorvitamin D3 tert-butyldimethylsilyl ether

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hydroxide; water / 18 h / 50 °C

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 2.5 h / -78 - -30 °C

2.2: -78 °C

3.1: hexane / 2.5 h / 0 - 20 °C / Inert atmosphere; Irradiation

4.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 0.33 h / 20 °C / Molecular sieve

5.1: phenyllithium / tetrahydrofuran; dibutyl ether / 0.33 h / -78 °C / Inert atmosphere

5.2: 2.5 h / -78 - -20 °C

With tetrapropylammonium perruthennate; water; diisobutylaluminium hydride; phenyllithium; 4-methylmorpholine N-oxide; potassium hydroxide; In tetrahydrofuran; hexane; dichloromethane; dibutyl ether; toluene; 5.1: |Wittig-Horner Reaction;

Reference yield:

: 951777-93-8
(S)-2-[(1'S,3a'R,4'S,7a'R)-4'-hydroxy-7a'-methyl-octahydro-inden-1'-yl]-2-methylbutylnitrile

: 1420291-62-8
1α-[(tert-butyldimethylsilyl)oxy]-20,21-dehydro-2-methylene-19,24,25,26,27-pentanorvitamin D3 tert-butyldimethylsilyl ether

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 2.5 h / -78 - -30 °C

1.2: -78 °C

2.1: hexane / 2.5 h / 0 - 20 °C / Inert atmosphere; Irradiation

3.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 0.33 h / 20 °C / Molecular sieve

4.1: phenyllithium / tetrahydrofuran; dibutyl ether / 0.33 h / -78 °C / Inert atmosphere

4.2: 2.5 h / -78 - -20 °C

With tetrapropylammonium perruthennate; diisobutylaluminium hydride; phenyllithium; 4-methylmorpholine N-oxide; In tetrahydrofuran; hexane; dichloromethane; dibutyl ether; toluene; 4.1: |Wittig-Horner Reaction;