3β,14α-dihydroxy-androst-5-en-17-one

Base Information

Chemical Name:3β,14α-dihydroxy-androst-5-en-17-one
CAS No.:94991-86-3
Molecular Formula:C₁₉H₂₈O₃
Molecular Weight:304.43
Hs Code.:

Synonyms:3β,14α-dihydroxy-androst-5-en-17-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3β,14α-dihydroxy-androst-5-en-17-one

Chemical Property:

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Technology Process of 3β,14α-dihydroxy-androst-5-en-17-one

There total 1 articles about 3β,14α-dihydroxy-androst-5-en-17-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: 6.0%

: 663-39-8
3α,5-cyclo-5α-androstan-6β-ol-17-one

: 2487-48-1,7522-54-5,62357-03-3,53-00-9
3β,7α-dihydroxyandrost-5-ene-17-one

: 2487-48-1
5-androsten-3β,7β-diol-17-one

: 94991-86-3
3β,14α-dihydroxy-androst-5-en-17-one

: 14α-hydroxy-3α,5-cycloandrostane-6,17-dione

Guidance literature:: With culture of Cephalosporium aphidicola; In ethanol; dimethyl sulfoxide; for 192h; Further byproducts given; biotransformation;
DOI:10.1016/S0031-9422(99)00415-X

Reference yield: 92.0%

: 94991-86-3
3β,14α-dihydroxy-androst-5-en-17-one

: 98-59-9
p-toluenesulfonyl chloride

: 24357-27-5
14α-hydroxy-3β-tosyloxyandrost-5-en-17-one

Guidance literature:: With pyridine; at 20 ℃; for 21h;
DOI:10.1135/cccc20011764

Reference yield:

: 94991-86-3
3β,14α-dihydroxy-androst-5-en-17-one

: 912291-78-2,1203575-20-5
18-nor-17β-hydroxymethyl-17α-methylandrost-1,4,13-triene-3-one

Guidance literature:: Multi-step reaction with 13 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 20 °C

2.1: sodium hydride / mineral oil; dimethyl sulfoxide / 0.42 h / 20 °C

2.2: 35 °C

3.1: zinc trifluoromethanesulfonate / dichloromethane; acetonitrile / 3 h

4.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.5 h / 0 °C

5.1: dichloromethane / 20 °C / Molecular sieve

5.2: 0.5 h / 20 °C / Molecular sieve

6.1: acetic acid; [bis(acetoxy)iodo]benzene; palladium diacetate / 0.75 h / 100 °C

7.1: methyl trifluoromethanesulfonate / dichloromethane / 2 h

8.1: sodium tetrahydroborate / ethanol / 0.67 h / 0 °C

8.2: 5 h / 20 °C

9.1: zinc trifluoromethanesulfonate / acetonitrile / 4 h

10.1: nickel / water; ethanol; ethyl acetate / 1 h / 80 °C / Inert atmosphere

11.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0 °C

11.2: 4 h / 60 °C

12.1: sodium hydrogencarbonate; C₁₃H₁₀O₃Se₂ / toluene / 1.25 h / 100 °C

13.1: potassium carbonate / methanol / 5 h

With 1H-imidazole; sodium tetrahydroborate; [bis(acetoxy)iodo]benzene; C₁₃H₁₀O₃Se₂; palladium diacetate; zinc trifluoromethanesulfonate; nickel; sodium hydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; acetic acid; methyl trifluoromethanesulfonate; In methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;
DOI:10.1002/chem.201602957