25-hydroxy-10(R),19-dihydro-(5E)-3-epivitamin D₂

Base Information

• Chemical Name: 25-hydroxy-10(R),19-dihydro-(5E)-3-epivitamin D₂
• CAS No.: 143060-74-6
• Molecular Formula: C₂₈H₄₆O₂
• Molecular Weight: 414.672
• Mol file: 143060-74-6.mol

Synonyms:25-hydroxy-10(R),19-dihydro-(5E)-3-epivitamin D₂

Chemical Property of 25-hydroxy-10(R),19-dihydro-(5E)-3-epivitamin D₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 25-hydroxy-10(R),19-dihydro-(5E)-3-epivitamin D₂

There total 8 articles about 25-hydroxy-10(R),19-dihydro-(5E)-3-epivitamin D₂ 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%

25-<(methoxymethyl)oxy>-10(R),19-dihydro-(5E)-3-epivitamin D2 tert-butyldimethylsilyl ether (141277-87-4,143060-76-8) → 25-hydroxy-10(R),19-dihydro-(5E)-3-epivitamin D2 (143060-74-6)

Guidance literature:

With AG-50WX₄ ion exchange resin; In methanol;

DOI:10.1021/jo00045a038

Reference yield:

(2E)-ethyl <(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate (141277-84-1) → 25-hydroxy-10(R),19-dihydro-(5E)-3-epivitamin D2 (143060-74-6)

Guidance literature:

Multi-step reaction with 4 steps

1: diisobutylaluminium hydride / toluene / 1 h / -78 °C

3: 87 percent / n-butyl lithium / hexane; tetrahydrofuran / a) -78 deg C, 30 min, b) -70 deg C, 2 h, c) to r.t., 2 h

4: 92 percent / AG-50WX₄ ion exchange resin / methanol

With n-butyllithium; AG-50WX₄ ion exchange resin; diisobutylaluminium hydride; In tetrahydrofuran; methanol; hexane; toluene;

DOI:10.1021/jo00045a038

Reference yield:

(2E)-<2-<(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethyl>diphenylphosphine oxide (141277-80-7) → 25-hydroxy-10(R),19-dihydro-(5E)-3-epivitamin D2 (143060-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / n-butyl lithium / hexane; tetrahydrofuran / a) -78 deg C, 30 min, b) -70 deg C, 2 h, c) to r.t., 2 h

2: 92 percent / AG-50WX₄ ion exchange resin / methanol

With n-butyllithium; AG-50WX₄ ion exchange resin; In tetrahydrofuran; methanol; hexane;

DOI:10.1021/jo00045a038

upstream raw materials:

25-<(methoxymethyl)oxy>-10(R),19-dihydro-(5E)-3-epivitamin D₂ tert-butyldimethylsilyl ether

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

(2E)-ethyl <(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate

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