(20S)-5-beta-Pregnane-3alpha,20-diol diacetate

Base Information

• Chemical Name: (20S)-5-beta-Pregnane-3alpha,20-diol diacetate
• CAS No.: 1174-69-2
• Molecular Formula: C25H40 O4
• Molecular Weight: 404.59
• European Community (EC) Number: 214-637-9
• DSSTox Substance ID: DTXSID80922413
• Nikkaji Number: J144.136A
• Wikidata: Q82895909
• Mol file: 1174-69-2.mol

Synonyms:1174-69-2;(20S)-5-beta-Pregnane-3alpha,20-diol diacetate;EINECS 214-637-9;[(3R,5R,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-acetyloxyethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate;5.beta.-Pregnane-3.alpha.,20.alpha.-diol, diacetate;Pregnane-3,20-diol, diacetate, (3.alpha.,5.beta.,20S)-;20-(Acetyloxy)pregnan-3-yl acetate #;Pregnandiol diacetate;pregnane-3,20-diyl diacetate;DTXSID80922413;VDZDKQBSTYNFGG-BNPPXZMESA-N;5beta-Pregnan-3alpha,20alpha-diol diacetate;5beta-Pregnane-3alpha,20beta-diol diacetate;Pregnane-3.alpha.,20.alpha.-diol diacetate;(20S)-3.alpha.,20.alpha.-Diacetoxy-5.beta.-pregnane

Chemical Property of (20S)-5-beta-Pregnane-3alpha,20-diol diacetate

Chemical Property:

• Vapor Pressure: 1.04E-08mmHg at 25°C
• Melting Point: 180-181 °C
• Boiling Point: 461.8°Cat760mmHg
• Flash Point: 218.5°C
• PSA: 52.60000
• Density: 1.08g/cm³
• LogP: 5.52860
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 404.29265975
• Heavy Atom Count: 29
• Complexity: 659

Purity/Quality:

98%,99%, ^*data from raw suppliers

(3α,5β,20S)-Pregnane-3,20-diolDiacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1CCC2C1(CCC3C2CCC4C3(CCC(C4)OC(=O)C)C)C)OC(=O)C
• Isomeric SMILES: C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)OC(=O)C)C)C)OC(=O)C
• Uses: (3α,5β,20S)-Pregnane-3,20-diol Diacetate is the end product or metabolite of progesterone in man, monkey and rabbit. Also, it is an intermediate used in the synthesis of Pregnanediol 3α-O-β-D-Glucuronide (P705140), which is the glucuronide conjugate of Pregnanediol (P705130). Levels of Pregnanediol 3α-O-β-D-Glucuronide can be used to monitor the reproductive status of dairy cows. 3α-O-β-D-Glucuronide can be used (as an alternative to creatine) as a reference to adjust other hormonal markers in study of urinary hormonal profiles in the human menstrual cycle.

Technology Process of (20S)-5-beta-Pregnane-3alpha,20-diol diacetate

There total 13 articles about (20S)-5-beta-Pregnane-3alpha,20-diol diacetate 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:

pregnanediol (80-92-2) + acetic anhydride (108-24-7) → 3α,20αF-diacetoxy-5β-pregnane (1174-69-2)

Guidance literature:

Reference yield:

pregnanediol (80-92-2) → 3α,20αF-diacetoxy-5β-pregnane (1174-69-2)

Guidance literature:

With acetic acid;

DOI:10.1080/00221320209598688

Reference yield:

Perbenzoic acid (93-59-4) + 3α-acetoxy-24-nor-5β-cholan-22-one (119209-88-0) → 3α,20αF-diacetoxy-5β-pregnane (1174-69-2)

Guidance literature:

With chloroform; sulfuric acid; acetic acid;

upstream raw materials:

Perbenzoic acid

3α-acetoxy-24-nor-5β-cholan-22-one

pregnanediol

acetic anhydride

Downstream raw materials:

20α-Hydroxy-5β-pregnan-3-one

pregnanediol