Benzoic acid (3S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10-(carboxymethoxyimino-methyl)-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: Benzoic acid (3S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10-(carboxymethoxyimino-methyl)-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.: 188175-95-3
• Molecular Formula: C₃₀H₃₇NO₇
• Molecular Weight: 523.626

Synonyms:

Chemical Property of Benzoic acid (3S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10-(carboxymethoxyimino-methyl)-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 Benzoic acid (3S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10-(carboxymethoxyimino-methyl)-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 1 articles about Benzoic acid (3S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10-(carboxymethoxyimino-methyl)-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:

Benzoic acid (3S,8S,9S,10S,13S,14S,17S)-17-acetoxy-10-formyl-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (188175-94-2) + aminooxyacetic acid (645-88-5) → Benzoic acid (3S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10-(carboxymethoxyimino-methyl)-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (188175-95-3)

Guidance literature:

With pyridine; for 36h; Ambient temperature;

DOI:10.1135/cccc19970109

Reference yield:

Benzoic acid (3S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10-(carboxymethoxyimino-methyl)-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (188175-95-3) → Benzoic acid (3S,7R,8R,9S,10S,13S,14S,17S)-17-acetoxy-7-hydroxy-10-(methoxycarbonylmethoxyimino-methyl)-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (188176-06-9)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether; methanol / 0.08 h / 0 °C

2: 51 percent / CrO₃, 3,5-dimethylpyrazole / CH₂Cl₂ / 3 h / -20 °C

3: 83 percent / CeCl₃*5H₂O, NaBH₄ / tetrahydrofuran; methanol / 0.12 h

With 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide; sodium tetrahydroborate; cerium(III) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

DOI:10.1135/cccc19970109

Reference yield:

Benzoic acid (3S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10-(carboxymethoxyimino-methyl)-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (188175-95-3) → Benzoic acid (3S,8R,9S,10S,13S,14S)-10-(methoxycarbonylmethoxyimino-methyl)-13-methyl-17-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (188175-98-6)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether; methanol / 0.08 h / 0 °C

2: 87 percent / conc. HCl / CHCl₃; methanol / 68 h / Ambient temperature

3: 98 percent / Jones reagent / acetone / 0.08 h / Ambient temperature

With hydrogenchloride; jones reagent; In methanol; diethyl ether; chloroform; acetone;

DOI:10.1135/cccc19970109

upstream raw materials:

Benzoic acid (3S,8S,9S,10S,13S,14S,17S)-17-acetoxy-10-formyl-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

aminooxyacetic acid

Downstream raw materials:

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

[1-((3S,7R,8R,9S,10S,13S,14S)-3,7-Dihydroxy-13-methyl-17-oxo-1,2,3,4,7,8,9,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-10-yl)-meth-(E)-ylideneaminooxy]-acetic acid

Isobutyric acid (3S,7R,8R,9S,10S,13S,14S)-10-(carboxymethoxyimino-methyl)-3-hydroxy-13-methyl-17-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-7-yl ester

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

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