3-Hydroxy-20-oxo-5-pregnen-17alpha-yl acetate

Base Information

• Chemical Name: 3-Hydroxy-20-oxo-5-pregnen-17alpha-yl acetate
• CAS No.: 2381-45-5
• Molecular Formula: C23H34O4
• Molecular Weight: 374.521
• European Community (EC) Number: 219-180-9
• NSC Number: 77893
• DSSTox Substance ID: DTXSID901247052
• Nikkaji Number: J150.036H
• Mol file: 2381-45-5.mol

Synonyms:2381-45-5;3-Hydroxy-20-oxo-5-pregnen-17alpha-yl acetate;17-ACETOXYPREGNENOLONE;17alpha-Acetoxy Pregnenolone;[(3S,8R,9S,10R,13S,14S,17R)-17-acetyl-3-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] acetate;EINECS 219-180-9;NSC77893;NSC 77893;17?-Acetoxy Pregnenolone;Pregn-5-en-20-one, 17-(acetyloxy)-3-hydroxy-, (3.beta.)-;SCHEMBL1890395;17 alpha -Acetoxy Pregnenolone;DTXSID901247052;NSC-77893;17-Acetoxy-3alpha-hydroxypregn-5-en-20-one;17alpha-Acetoxy-3beta-hydroxypregn-5-en-20-one;J-015224;(3beta)-17-(Acetyloxy)-3-hydroxypregn-5-en-20-one;Acetic acid (3S,8R,10R,13S,17R)-17-acetyl-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Chemical Property of 3-Hydroxy-20-oxo-5-pregnen-17alpha-yl acetate

Chemical Property:

• Vapor Pressure: 1.64E-11mmHg at 25°C
• Melting Point: 230-232℃
• Refractive Index: 1.549
• Boiling Point: 486.6 °C at 760 mmHg
• Flash Point: 160.9 °C
• PSA: 63.60000
• Density: 1.15 g/cm³
• LogP: 4.20100
• Solubility.: Dichloromethane; Ethyl Acetate
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 374.24570956
• Heavy Atom Count: 27
• Complexity: 697

Purity/Quality:

99% ^*data from raw suppliers

17α-AcetoxyPregnenolone ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1(CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)OC(=O)C
• Isomeric SMILES: CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)OC(=O)C
• Uses: A 17α-substituted Pregnenolone, an active derivative of Pregnenolone (P712200).

Technology Process of 3-Hydroxy-20-oxo-5-pregnen-17alpha-yl acetate

There total 10 articles about 3-Hydroxy-20-oxo-5-pregnen-17alpha-yl 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: 89.0%

pregna-3,5-dien-20-one, 3,17-dihydroxy-, diacetate (4954-07-8) → pregn-5-ene-3β,17α-diol-20-one 17-acetate (2381-45-5)

Guidance literature:

With sodium tetrahydroborate; In ethanol; Ambient temperature; other reagent;

DOI:10.1016/0039-128X(95)00170-U

Reference yield:

3β,17α-diacetoxypregn-5-en-20-one (3517-38-2) → pregn-5-ene-3β,17α-diol-20-one 17-acetate (2381-45-5)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01585a031

Reference yield:

17-acetoxy-3β-formyloxy-pregn-5-en-20-one (83984-86-5) → pregn-5-ene-3β,17α-diol-20-one 17-acetate (2381-45-5)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01531a035

upstream raw materials:

17alpha-ethynyl-3beta,17beta-dihydroxy-androst-5-ene

mercury(II) diacetate

3β,17-diacetoxy-17βH-pregn-5-en-20-one

formamide

Downstream raw materials:

17-Hydroxypregnenolone

3β,17α-diacetoxypregn-5-en-20-one

17-acetoxy-6β-fluoro-pregn-4-ene-3,20-dione

6-Fluor-6-dehydro-17α-acetoxy-progesteron

Refernces