(2E)-<2-<(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethyl>diphenylphosphine oxide

Base Information

• Chemical Name: (2E)-<2-<(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethyl>diphenylphosphine oxide
• CAS No.: 141277-81-8
• Molecular Formula: C₂₇H₃₉O₂PSi
• Molecular Weight: 454.665
• Mol file: 141277-81-8.mol

Synonyms:(2E)-<2-<(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethyl>diphenylphosphine oxide

Chemical Property of (2E)-<2-<(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethyl>diphenylphosphine oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2E)-<2-<(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethyl>diphenylphosphine oxide

There total 13 articles about (2E)-<2-<(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethyl>diphenylphosphine oxide 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:

(2E)-ethyl <(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate (142980-91-4) → (2E)-<2-<(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethyl>diphenylphosphine oxide (141277-81-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / DIBAL-H / toluene / 1 h / -78 °C

With diisobutylaluminium hydride; In toluene;

DOI:10.1016/S0040-4020(01)85618-0

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (2E)-<2-<(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethyl>diphenylphosphine oxide (141277-81-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / imidazole / dimethylformamide / 24 h

2: 93 percent / bis<2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy>diphenylsulfurane / CCl₄ / 70 h / Ambient temperature

3: 99 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C

With 1H-imidazole; Martins sulfurane; diisobutylaluminium hydride; In tetrachloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00045a038

Reference yield:

ethyl <(1'R,2'S,5'S)-1',5-'dihydroxy-2'-methylcyclohexyl>ethanoate (142980-89-0) → (2E)-<2-<(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethyl>diphenylphosphine oxide (141277-81-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / imidazole / dimethylformamide / 24 h

2: 93 percent / bis<2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy>diphenylsulfurane / CCl₄ / 70 h / Ambient temperature

3: 99 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C

With 1H-imidazole; Martins sulfurane; diisobutylaluminium hydride; In tetrachloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00045a038

upstream raw materials:

(2E)-2-<(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanol

lithium diphenylphosphide

tert-Butyl-{(1S,4S)-3-[2-chloro-eth-(E)-ylidene]-4-methyl-cyclohexyloxy}-dimethyl-silane

diphenylphosphane

Downstream raw materials:

dihydrotachysterol₂ tert-butyldimethylsilyl ether

25-hydroxydihydrotachysterol₂

Dihydrotachysterol₂

25-<(methoxymethyl)oxy>dihydrotachysterol₂ tert-butyldimethylsilyl ether