((8R,9S,13S,14S,17S)-17-Hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxy)-acetic acid benzyl ester

Base Information

• Chemical Name: ((8R,9S,13S,14S,17S)-17-Hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxy)-acetic acid benzyl ester
• CAS No.: 139116-04-4
• Molecular Formula: C₂₇H₃₂O₄
• Molecular Weight: 420.549
• Mol file: 139116-04-4.mol

Synonyms:

Chemical Property of ((8R,9S,13S,14S,17S)-17-Hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxy)-acetic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((8R,9S,13S,14S,17S)-17-Hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxy)-acetic acid benzyl ester

There total 3 articles about ((8R,9S,13S,14S,17S)-17-Hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxy)-acetic acid benzyl 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:

benzyl glycolate (30379-58-9) → ((8R,9S,13S,14S,17S)-17-Hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxy)-acetic acid benzyl ester (139116-04-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / Et₃N / diethyl ether / 1) 0 deg C, 2 h, 2) room temp., overnight

2: 1) NaOCH₃ / 1) anh. MeOH, reflux, 2 h, 2) MeCN, DMF, reflux, 6h

With sodium methylate; triethylamine; In diethyl ether;

DOI:10.1002/hlca.19910740810

Reference yield:

benzyl bromide (100-39-0) → ((8R,9S,13S,14S,17S)-17-Hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxy)-acetic acid benzyl ester (139116-04-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) Na₂CO₃, 2) HMPA, NaI / 1) benzene, reflux, 5 h, 2) reflux, 3 d

2: 87 percent / Et₃N / diethyl ether / 1) 0 deg C, 2 h, 2) room temp., overnight

3: 1) NaOCH₃ / 1) anh. MeOH, reflux, 2 h, 2) MeCN, DMF, reflux, 6h

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium methylate; sodium carbonate; triethylamine; sodium iodide; In diethyl ether;

DOI:10.1002/hlca.19910740810

Reference yield:

estradiol (50-28-2) + Benzyl 2-(Methanesulfonyl)acetate (139116-03-3) → ((8R,9S,13S,14S,17S)-17-Hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxy)-acetic acid benzyl ester (139116-04-4)

Guidance literature:

With sodium methylate; Yield given. Multistep reaction; 1) anh. MeOH, reflux, 2 h, 2) MeCN, DMF, reflux, 6h;

DOI:10.1002/hlca.19910740810

upstream raw materials:

estradiol

Benzyl 2-(Methanesulfonyl)acetate

benzyl glycolate

benzyl bromide

Downstream raw materials:

2-<(17β-Hydroxyestra-1,3,5(10)-trien-3-yl)oxy>acetic Acid