(5α,24R)-24-benzoyloxy-7α-hydroxycholestan-3-one

Base Information

• Chemical Name: (5α,24R)-24-benzoyloxy-7α-hydroxycholestan-3-one
• CAS No.: 475579-41-0
• Molecular Formula: C₃₄H₅₀O₄
• Molecular Weight: 522.769
• Mol file: 475579-41-0.mol

Synonyms:(5α,24R)-24-benzoyloxy-7α-hydroxycholestan-3-one

Chemical Property of (5α,24R)-24-benzoyloxy-7α-hydroxycholestan-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5α,24R)-24-benzoyloxy-7α-hydroxycholestan-3-one

There total 11 articles about (5α,24R)-24-benzoyloxy-7α-hydroxycholestan-3-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: 100.0%

(5α,24R)-24-benzoyloxy-3β,7α-dihydroxycholestane (475579-39-6) → (5α,24R)-24-benzoyloxy-7α-hydroxycholestan-3-one (475579-41-0)

Guidance literature:

With Celite; silver carbonate; In toluene; for 8h; Heating;

DOI:10.1248/cpb.51.1177

Reference yield:

demosterol (313-04-2) → (5α,24R)-24-benzoyloxy-7α-hydroxycholestan-3-one (475579-41-0)

Guidance literature:

Multi-step reaction with 10 steps

1.1: pyridine

2.1: aq. AD-mix-β / 2-methyl-propan-2-ol

3.1: 93 percent / pyridine / 20 °C

4.1: 86 percent / pyridine; POCl₃ / 12 h / 20 °C

5.1: 63 percent / H₂ / Pd/C / ethyl acetate / 3 h / 20 °C / atmospheric pressure

6.1: N-hydroxyphthalamide; benzoyl peroxide; air / ethyl acetate; acetone / 48 h / 50 - 60 °C

6.2: 64 percent / pyridine; Ac₂O / 12 h / 20 °C

7.1: 66 percent / H₂ / PtO₂ / ethyl acetate / 3 h / 20 °C / atmospheric pressure

8.1: 94 percent / K₂CO₃ / CHCl₃; methanol / 12 h / 20 °C

9.1: K-Selectride / tetrahydrofuran / 3 h / -20 °C

9.2: 77 percent / aq. H₂O₂ / tetrahydrofuran

10.1: 100 percent / Ag₂CO₃; Celite / toluene / 8 h / Heating

With pyridine; air; N-hydroxyphthalamide; AD-mix-β; Celite; hydrogen; potassium tri-sec-butyl-borohydride; potassium carbonate; silver carbonate; trichlorophosphate; dibenzoyl peroxide; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; ethyl acetate; acetone; toluene; tert-butyl alcohol; 2.1: Sharpless asymmetric dihydroxylation;

DOI:10.1248/cpb.51.1177

Reference yield:

demosterol acetate (2665-04-5) → (5α,24R)-24-benzoyloxy-7α-hydroxycholestan-3-one (475579-41-0)

Guidance literature:

Multi-step reaction with 9 steps

1.1: aq. AD-mix-β / 2-methyl-propan-2-ol

2.1: 93 percent / pyridine / 20 °C

3.1: 86 percent / pyridine; POCl₃ / 12 h / 20 °C

4.1: 63 percent / H₂ / Pd/C / ethyl acetate / 3 h / 20 °C / atmospheric pressure

5.1: N-hydroxyphthalamide; benzoyl peroxide; air / ethyl acetate; acetone / 48 h / 50 - 60 °C

5.2: 64 percent / pyridine; Ac₂O / 12 h / 20 °C

6.1: 66 percent / H₂ / PtO₂ / ethyl acetate / 3 h / 20 °C / atmospheric pressure

7.1: 94 percent / K₂CO₃ / CHCl₃; methanol / 12 h / 20 °C

8.1: K-Selectride / tetrahydrofuran / 3 h / -20 °C

8.2: 77 percent / aq. H₂O₂ / tetrahydrofuran

9.1: 100 percent / Ag₂CO₃; Celite / toluene / 8 h / Heating

With pyridine; air; N-hydroxyphthalamide; AD-mix-β; Celite; hydrogen; potassium tri-sec-butyl-borohydride; potassium carbonate; silver carbonate; trichlorophosphate; dibenzoyl peroxide; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; ethyl acetate; acetone; toluene; tert-butyl alcohol; 1.1: Sharpless asymmetric dihydroxylation;

DOI:10.1248/cpb.51.1177

upstream raw materials:

(5α,24R)-24-benzoyloxy-3β,7α-dihydroxycholestane

demosterol

demosterol acetate

Δ⁵-3β,24(R),25-trihydroxycholestene-3-acetate

Downstream raw materials:

(5α,7α,24R)-7,24-dihydroxy-3-ketocholestane

Refernces