(R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-Benzyloxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid 2-methyl-2-nitroso-propyl ester

Base Information

• Chemical Name: (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-Benzyloxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid 2-methyl-2-nitroso-propyl ester
• CAS No.: 139286-86-5
• Molecular Formula: C₃₅H₅₃NO₄
• Molecular Weight: 551.81
• Mol file: 139286-86-5.mol

Synonyms:

Chemical Property of (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-Benzyloxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid 2-methyl-2-nitroso-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-Benzyloxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid 2-methyl-2-nitroso-propyl ester

There total 4 articles about (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-Benzyloxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid 2-methyl-2-nitroso-propyl 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:

2'-(3α-Benzyloxy-24-norcholan-23-yl)-4',4'-dimethyl-4',5'-dihydrooxazole (134878-47-0) → 5'-(3α-Benzyloxy-24-norcholan-23-yl)-1'-aza-4',6'-dioxabicyclo<3.1.0>hexane (139286-82-1) + (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-Benzyloxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid 2-methyl-2-nitroso-propyl ester (139286-86-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In diethyl ether; at 10 ℃; for 48h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)80586-X

Reference yield:

Lithocholic acid (434-13-9) → (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-Benzyloxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid 2-methyl-2-nitroso-propyl ester (139286-86-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) boric acid, 2) 5percent aq. K₂CO₃ / 1) xylol, 48 h, reflux, 2) methanol, 1 h, reflux

2: 1) NaH, 2) TBAI / 1) THF, 15 min, 2) reflux, 4 h

3: m-chloroperbenzoic acid / diethyl ether / 48 h / 10 °C

With boric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In diethyl ether;

DOI:10.1016/S0040-4020(01)80586-X

Reference yield:

2'-(3α-Hydroxy-24-norcholan-23-yl)-4',4'-dimethyl-4',5'-dihydrooxazole (80724-92-1) → (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-Benzyloxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid 2-methyl-2-nitroso-propyl ester (139286-86-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaH, 2) TBAI / 1) THF, 15 min, 2) reflux, 4 h

2: m-chloroperbenzoic acid / diethyl ether / 48 h / 10 °C

With tetra-(n-butyl)ammonium iodide; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In diethyl ether;

DOI:10.1016/S0040-4020(01)80586-X

upstream raw materials:

2'-(3α-Benzyloxy-24-norcholan-23-yl)-4',4'-dimethyl-4',5'-dihydrooxazole

Lithocholic acid

benzyl bromide

2'-(3α-Hydroxy-24-norcholan-23-yl)-4',4'-dimethyl-4',5'-dihydrooxazole