[2-(3-Acetyloxy-17-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl)-2-oxoethyl] acetate

Base Information

• Chemical Name: [2-(3-Acetyloxy-17-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl)-2-oxoethyl] acetate
• CAS No.: 3517-42-8
• Molecular Formula: C25H36O6
• Molecular Weight: 432.557
• European Community (EC) Number: 222-525-6
• NSC Number: 115895
• DSSTox Substance ID: DTXSID40956613
• Mol file: 3517-42-8.mol

Synonyms:17-hydroxy-20-oxopregn-5-ene-3,21-diyl diacetate;3517-42-8;[2-(3-acetyloxy-17-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl)-2-oxoethyl] acetate;NSC115895;Oprea1_216900;Oprea1_872909;DTXSID40956613;NSC-115895;SR-01000316320;SR-01000316320-1;Pregn-5-en-20-one,21-bis(acetyloxy)-17-hydroxy-, (3.beta.)-

Chemical Property of [2-(3-Acetyloxy-17-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl)-2-oxoethyl] acetate

Chemical Property:

• Boiling Point: 538.8°Cat760mmHg
• Flash Point: 175.2°C
• PSA: 89.90000
• Density: 1.2g/cm³
• LogP: 3.74420
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 432.25118886
• Heavy Atom Count: 31
• Complexity: 817

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(=O)C1(CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C)C)C)O

Technology Process of [2-(3-Acetyloxy-17-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl)-2-oxoethyl] acetate

There total 28 articles about [2-(3-Acetyloxy-17-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl)-2-oxoethyl] acetate 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:

3β-acetoxy-17α-hydroxy-5-pregnen-20-one (1863-39-4) → 17α-hydroxy-3β,21-diacetoxy-5-pregnen-20-one (3517-42-8)

Guidance literature:

With bromine; nachfolgende Umsetzung mit NaI und mit Kaliumacetat;

DOI:10.1021/ja01585a031

Reference yield:

Acetic acid (3S,8R,9S,10R,13S,14S,16R,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-20-oxa-cyclopropa[16,17]cyclopenta[a]phenanthren-3-yl ester (34209-81-9) → 17α-hydroxy-3β,21-diacetoxy-5-pregnen-20-one (3517-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr; acetic acid / Hydrieren des Reaktionsprodukts an Palladium/CaCO₃ in Aethanol

2: bromine / nachfolgende Umsetzung mit NaI und mit Kaliumacetat

With hydrogen bromide; bromine; acetic acid;

DOI:10.1021/ja01585a031

Reference yield:

17α,21-Dihydroxy-3β-(2-tetrahydropyranyloxy)-5-pregnen-20-one (81477-89-6) → 17α-hydroxy-3β,21-diacetoxy-5-pregnen-20-one (3517-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / aq. HClO₄ / methanol

2: pyridine / Ambient temperature

With pyridine; perchloric acid; In methanol;

DOI:10.1021/jo00136a035

upstream raw materials:

pyridine

(20S)-3β.17.20-trihydroxy-pregnen-(5)-al-(21)

3β-acetoxy-17α-hydroxy-5-pregnen-20-one

3β,17α,21-trihydroxypregn-5-en-20-one 21-acetate

Downstream raw materials:

3β,17,21-triacetoxy-pregn-5-en-20-one

17-Hydroxypregnenolone

5-androsten-3β,17α-diol-17-carboxylic acid

5-pregnen-3β-ol