(3β,5α,20R)-4,4-dimethylcholesta-8,14-dien-3-ol benzoate

Base Information

• Chemical Name: (3β,5α,20R)-4,4-dimethylcholesta-8,14-dien-3-ol benzoate
• CAS No.: 103399-79-7
• Molecular Formula: C₃₆H₅₂O₂
• Molecular Weight: 516.808
• Mol file: 103399-79-7.mol

Synonyms:(3β,5α,20R)-4,4-dimethylcholesta-8,14-dien-3-ol benzoate

Chemical Property of (3β,5α,20R)-4,4-dimethylcholesta-8,14-dien-3-ol benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3β,5α,20R)-4,4-dimethylcholesta-8,14-dien-3-ol benzoate

There total 8 articles about (3β,5α,20R)-4,4-dimethylcholesta-8,14-dien-3-ol benzoate 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: 78.0%

Benzoic acid (3S,5R,8R,9S,10R,13R,14R,15S,17R)-17-((R)-1,5-dimethyl-hexyl)-4,4,10,13-tetramethyl-hexadecahydro-20-oxa-cyclopropa[14,15]cyclopenta[a]phenanthren-3-yl ester (309958-28-9) → (3β,5α,20R)-4,4-dimethylcholesta-8,14-dien-3-ol benzoate (103399-79-7) + Benzoic acid (3S,5R,10S,13R,14S,15S,17R)-17-((R)-1,5-dimethyl-hexyl)-15-hydroxy-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (309958-29-0)

Guidance literature:

With boron trifluoride diethyl etherate; In benzene; at 25 ℃; for 0.5h;

Reference yield:

(3β,20R)-4,4-dimethylcholesta-5,7-dien-3-ol (53296-71-2) → (3β,5α,20R)-4,4-dimethylcholesta-8,14-dien-3-ol benzoate (103399-79-7)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂ / 10 percent Pd/C / ethyl acetate

2: pyridine

3: 70 percent / HCl gas / CH₂Cl₂ / 0.5 h / -20 °C

4: 64 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 0 °C

5: BF₃-etherate / benzene / 0.5 h / 25 °C

With pyridine; hydrogenchloride; boron trifluoride diethyl etherate; hydrogen; 3-chloro-benzenecarboperoxoic acid; 10% palladium on active carbon; In dichloromethane; ethyl acetate; benzene;

Reference yield:

cholesta-4,7-dien-3-one (16826-35-0) → (3β,5α,20R)-4,4-dimethylcholesta-8,14-dien-3-ol benzoate (103399-79-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: potassium tert-butoxide / tetrahydrofuran; 2-methyl-propan-2-ol

1.2: tetrahydrofuran; 2-methyl-propan-2-ol / 1.17 h

2.1: 63 percent / LiAlH₄ / tetrahydrofuran / 1.5 h

3.1: H₂ / 10 percent Pd/C / ethyl acetate

4.1: pyridine

5.1: 70 percent / HCl gas / CH₂Cl₂ / 0.5 h / -20 °C

6.1: 64 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 0 °C

7.1: BF₃-etherate / benzene / 0.5 h / 25 °C

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; potassium tert-butylate; hydrogen; 3-chloro-benzenecarboperoxoic acid; 10% palladium on active carbon; In tetrahydrofuran; dichloromethane; ethyl acetate; tert-butyl alcohol; benzene;

upstream raw materials:

4,4-dimethyl-5α-cholest-8,14-diene-3β-ol

Benzoic acid (3S,5R,8R,9S,10R,13R,14R,15S,17R)-17-((R)-1,5-dimethyl-hexyl)-4,4,10,13-tetramethyl-hexadecahydro-20-oxa-cyclopropa[14,15]cyclopenta[a]phenanthren-3-yl ester

(3β,20R)-4,4-dimethylcholesta-5,7-dien-3-ol

32-nor-lanost-8(14)-en-3β-ol

Downstream raw materials:

3β-benzoyloxy-4,4-dimethyl-5α,14β-cholest-8-en-15-one

15-oxolanost-7-en-3β-yl benzoate

3β-benzoyloxylanost-7-en-15α-ol

15α-fluorolanost-7-en-3β-yl benzoate