4-Methoxy-benzoic acid (3S,8R,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Base Information

• Chemical Name: 4-Methoxy-benzoic acid (3S,8R,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester
• CAS No.: 99677-97-1
• Molecular Formula: C₃₄H₅₀O₃
• Molecular Weight: 506.769
• Mol file: 99677-97-1.mol

Synonyms:

Chemical Property of 4-Methoxy-benzoic acid (3S,8R,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Methoxy-benzoic acid (3S,8R,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

There total 7 articles about 4-Methoxy-benzoic acid (3S,8R,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 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: 79.0%

19-norcholest-5-en-3β-ol (2137-16-8) + 4-methoxy-benzoyl chloride (100-07-2) → 4-Methoxy-benzoic acid (3S,8R,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (99677-97-1)

Guidance literature:

In pyridine;

Reference yield:

Cholesteryl acetate (604-35-3) → 4-Methoxy-benzoic acid (3S,8R,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (99677-97-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 65 percent / NBS, 60percent HClO₄ / diethyl ether; H₂O / 3 h / Ambient temperature

2: 97 percent / Pb(OAc)4, CaCO₃, I₂ / cyclohexane / 1 h / Heating; Irradiation

3: 79 percent / Zn, CuCl / ethanol / 10 h / Heating

4: 84 percent / PCC / CH₂Cl₂ / 2 h / Ambient temperature

5: 38 percent / cyclohexane / 16 h / Irradiation

6: 80 percent / conc. NaOH / ethanol / 2 h / Heating

7: 79 percent / pyridine

With lead(IV) acetate; sodium hydroxide; N-Bromosuccinimide; perchloric acid; iodine; pyridinium chlorochromate; calcium carbonate; copper(l) chloride; zinc; In pyridine; diethyl ether; ethanol; dichloromethane; cyclohexane; water;

Reference yield:

(3S,5R,6R,8S,9S,10R,13R,14S,17R)-5-bromo-6-hydroxy-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate (1258-35-1) → 4-Methoxy-benzoic acid (3S,8R,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (99677-97-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / Pb(OAc)4, CaCO₃, I₂ / cyclohexane / 1 h / Heating; Irradiation

2: 79 percent / Zn, CuCl / ethanol / 10 h / Heating

3: 84 percent / PCC / CH₂Cl₂ / 2 h / Ambient temperature

4: 38 percent / cyclohexane / 16 h / Irradiation

5: 80 percent / conc. NaOH / ethanol / 2 h / Heating

6: 79 percent / pyridine

With lead(IV) acetate; sodium hydroxide; iodine; pyridinium chlorochromate; calcium carbonate; copper(l) chloride; zinc; In pyridine; ethanol; dichloromethane; cyclohexane;

upstream raw materials:

19-norcholest-5-en-3β-ol

4-methoxy-benzoyl chloride

Cholesteryl acetate

(3S,5R,6R,8S,9S,10R,13R,14S,17R)-5-bromo-6-hydroxy-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate