3β-(Benzoyloxy)-4,4-dimethyl-7-oxo-5α-cholest-8-ene-14α-carbonitrile

Base Information

• Chemical Name: 3β-(Benzoyloxy)-4,4-dimethyl-7-oxo-5α-cholest-8-ene-14α-carbonitrile
• CAS No.: 141273-67-8
• Molecular Formula: C₃₇H₅₁NO₃
• Molecular Weight: 557.817
• Mol file: 141273-67-8.mol

Synonyms:3β-(Benzoyloxy)-4,4-dimethyl-7-oxo-5α-cholest-8-ene-14α-carbonitrile

Chemical Property of 3β-(Benzoyloxy)-4,4-dimethyl-7-oxo-5α-cholest-8-ene-14α-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3β-(Benzoyloxy)-4,4-dimethyl-7-oxo-5α-cholest-8-ene-14α-carbonitrile

There total 9 articles about 3β-(Benzoyloxy)-4,4-dimethyl-7-oxo-5α-cholest-8-ene-14α-carbonitrile 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: 75.0%

3β-(Benzoyloxy)-8β-bromo-4,4-dimethyl-7-oxo-5α-cholestane-14α-carbonitrile (141273-66-7) → 3β-(Benzoyloxy)-4,4-dimethyl-7-oxo-5α-cholest-8-ene-14α-carbonitrile (141273-67-8)

Guidance literature:

With pyridine; for 3h; Heating;

DOI:10.1021/jo00038a024

Reference yield: 51.0%

3β-(Benzoyloxy)-8β-hydroxy-4,4-dimethyl-7-oxo-5α-cholestane-14α-carbonitrile (141273-70-3) → 3β-(Benzoyloxy)-4,4-dimethyl-7-oxo-5α-cholest-8-ene-14α-carbonitrile (141273-67-8)

Guidance literature:

With pyridine; thionyl chloride; at 60 ℃; for 2h;

DOI:10.1021/jo00038a024

Reference yield:

3β-(Benzoyloxy)-4,4-dimethyl-5α-cholest-7-ene (6384-29-8) → 3β-(Benzoyloxy)-4,4-dimethyl-7-oxo-5α-cholest-8-ene-14α-carbonitrile (141273-67-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) SeO₂, HOAc, 2) CrO₃, H₂O / 1) H₂O, toluene, r.t., 18 h, 2) 3 h

2: Zn, HOAc / 3 h / Heating

3: toluene / 0.5 h / 0 °C

4: O₂ / CH₂Cl₂

5: Zn, HOAc / CH₂Cl₂ / 24 h / Ambient temperature

6: 51 percent / pyridine, SOCl₂ / 2 h / 60 °C

With pyridine; chromium(VI) oxide; selenium(IV) oxide; thionyl chloride; water; oxygen; acetic acid; zinc; In dichloromethane; toluene;

DOI:10.1021/jo00038a024

upstream raw materials:

3β-(Benzoyloxy)-8β-hydroxy-4,4-dimethyl-7-oxo-5α-cholestane-14α-carbonitrile

3β-(Benzoyloxy)-8β-bromo-4,4-dimethyl-7-oxo-5α-cholestane-14α-carbonitrile

4,4-dimethyl-5α-cholest-7-en-3β-ol

3β-(Benzoyloxy)-4,4-dimethyl-5α-cholest-8(14)-en-7-one