De-A,B-9α-(benzoyloxy)cholestan-8-one

Base Information

• Chemical Name: De-A,B-9α-(benzoyloxy)cholestan-8-one
• CAS No.: 133447-41-3
• Molecular Formula: C₂₅H₃₆O₃
• Molecular Weight: 384.559
• Mol file: 133447-41-3.mol

Synonyms:De-A,B-9α-(benzoyloxy)cholestan-8-one

Chemical Property of De-A,B-9α-(benzoyloxy)cholestan-8-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of De-A,B-9α-(benzoyloxy)cholestan-8-one

There total 4 articles about De-A,B-9α-(benzoyloxy)cholestan-8-one 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: 91.0%

benzoyl chloride (98-88-4) + De-A,B-9α-hydroxycholestan-8-one (133447-40-2) → De-A,B-9α-(benzoyloxy)cholestan-8-one (133447-41-3)

Guidance literature:

With pyridine; 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; 1) 0 deg C, 3 h, 2) r.t., overnight;

DOI:10.1021/jo00011a024

Reference yield:

vitamin D3 (67-97-0) → De-A,B-9α-(benzoyloxy)cholestan-8-one (133447-41-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) pyridine, ozone, 2)NaBH₄ / methanol, 1) -78 deg C, 2h, 2a) 3* -78 deg C, 20 min 2b) -78 deg C -> r.t., overnight, 2c) 1h, r.t.

2: 84 percent / pyridinium dichromate, pyridinium p-toluensulfonate / CH₂Cl₂ / 15 h / Ambient temperature

3: 1) lithium diisopropylamide, 2) MoOPH / THF, hexane, 1) -78 deg C, 30 min, 2) -60 deg C, 4 h

4: 91 percent / pyridine / DMPA / 1) 0 deg C, 3 h, 2) r.t., overnight

With pyridine; sodium tetrahydroborate; dipyridinium dichromate; MoO₅*pyridine*HMPA; pyridinium p-toluenesulfonate; ozone; lithium diisopropyl amide; 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; In dichloromethane;

DOI:10.1021/jo00011a024

Reference yield:

Grundmann's alcohol (33813-99-9) → De-A,B-9α-(benzoyloxy)cholestan-8-one (133447-41-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / pyridinium dichromate, pyridinium p-toluensulfonate / CH₂Cl₂ / 15 h / Ambient temperature

2: 1) lithium diisopropylamide, 2) MoOPH / THF, hexane, 1) -78 deg C, 30 min, 2) -60 deg C, 4 h

3: 91 percent / pyridine / DMPA / 1) 0 deg C, 3 h, 2) r.t., overnight

With pyridine; dipyridinium dichromate; MoO₅*pyridine*HMPA; pyridinium p-toluenesulfonate; lithium diisopropyl amide; 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; In dichloromethane;

DOI:10.1021/jo00011a024

upstream raw materials:

benzoyl chloride

De-A,B-9α-hydroxycholestan-8-one

vitamin D₃

Grundmann's alcohol

Downstream raw materials:

(3S,9S,10S)-(Z,Z)-9,10-secocholesta-5,7,14-triene-3,9-diol

(3S,9S,10R)-(Z,Z)-9,10-secocholesta-5,7,14-triene-3,9-diol

9α-hydroxy-(7E)-vitamin D3 tert-butyldimethylsilyl ether

9α-hydroxy-cis-isotachysterol3