5alpha-Pregnan-3alpha,11alpha-diol-20-one

Base Information

• Chemical Name: 5alpha-Pregnan-3alpha,11alpha-diol-20-one
• CAS No.: 38398-44-6
• Molecular Formula: C21H34O3
• Molecular Weight: 0
• Mol file: 38398-44-6.mol

Synonyms:Pregnan-20-one, 3,11-dihydroxy-, (3alpha,5alpha,11alpha)-

Chemical Property of 5alpha-Pregnan-3alpha,11alpha-diol-20-one

Chemical Property:

• PSA: 57.53000
• LogP: 3.56600

Purity/Quality:

(3α,5α,11α)-3,11-Dihydroxypregnan-20-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (3α,5α,11α)-3,11-Dihydroxypregnan-20-one is an impurity of Alphaxalone (A575530), an anesthetic used on animals.

Technology Process of 5alpha-Pregnan-3alpha,11alpha-diol-20-one

There total 29 articles about 5alpha-Pregnan-3alpha,11alpha-diol-20-one 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: 47.0%

11α-hydroxy-5β-pregnane-3,20-dione (565-96-8) → 3α,11α-dihydroxy-5α-pregnan-20-one (38398-44-6)

Guidance literature:

With phosphonic Acid; dihydrogen hexachloroiridium(IV) hexahydrate; In isopropyl alcohol; at 90 ℃; Sealed tube;

DOI:10.1021/jm3016365

Reference yield:

→ 1-((3R,5S,10S,11R,13S,17S)-3,11-Dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-ethanone (565-89-9,565-91-3,565-92-4,600-52-2,16052-21-4,18841-41-3,23930-29-2,38398-44-6,48200-75-5,52340-98-4,68366-92-7,77550-30-2)

Guidance literature:

entspr. Ketal, Na/PrOH;

DOI:10.1016/S0040-4020(01)93377-0

Reference yield:

→ 3β,11α-Dihydroxy-20-oxo-allopregnan (565-89-9,565-91-3,565-92-4,600-52-2,16052-21-4,18841-41-3,23930-29-2,38398-44-6,48200-75-5,52340-98-4,68366-92-7,77550-30-2)

Guidance literature:

7α,11α-Dihydroxy-tomatidin, 1) Acetanhydrid, Pyridin, 2) AcOH, Siedetemp., 3) CrO3, wss. AcOH, 4) AcOH, Siedetemp., 5) H2 , AcOEt, 6) 1percentg methanol. KOH;

DOI:10.1021/jo01024a046

upstream raw materials:

tetrahydroprogesterone

(3R,5S,8S,9S,10S,11R,13S,14S,17S)-10,13-Dimethyl-17-(2-methyl-[1,3]dioxolan-2-yl)-hexadecahydro-cyclopenta[a]phenanthrene-3,11-diol

20-oxo-5α-pregnan-3β-yl p-tosylate

11α-benzoyloxyprogesterone

Refernces

• 1、 Kasal, Alexander,Pasztorova, Svetlana. "SYNTHESIS OF RIA HAPTENS: 3α,11α-DIHYDROXY-5α-PREGNAN-20-ONE 11-HEMISUCCINATE". . p. 619 - 628. Retrieved 2007/10/02.