(4'R)-3β-Hydroxy-4'-selenophenyl-4',5',16α,17α-tetrahydro-5-androsteno<17,16-b>furan-5'-one 3-tetrahydropyranyl ether

Base Information

Chemical Name:(4'R)-3β-Hydroxy-4'-selenophenyl-4',5',16α,17α-tetrahydro-5-androsteno<17,16-b>furan-5'-one 3-tetrahydropyranyl ether
CAS No.:88674-47-9
Molecular Formula:C₃₂H₄₂O₄Se
Molecular Weight:569.643
Hs Code.:

Synonyms:(4'R)-3β-Hydroxy-4'-selenophenyl-4',5',16α,17α-tetrahydro-5-androsteno<17,16-b>furan-5'-one 3-tetrahydropyranyl ether

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Chemical Property of (4'R)-3β-Hydroxy-4'-selenophenyl-4',5',16α,17α-tetrahydro-5-androsteno<17,16-b>furan-5'-one 3-tetrahydropyranyl ether

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Technology Process of (4'R)-3β-Hydroxy-4'-selenophenyl-4',5',16α,17α-tetrahydro-5-androsteno<17,16-b>furan-5'-one 3-tetrahydropyranyl ether

There total 5 articles about (4'R)-3β-Hydroxy-4'-selenophenyl-4',5',16α,17α-tetrahydro-5-androsteno<17,16-b>furan-5'-one 3-tetrahydropyranyl ether 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: 91.0%

: 34837-55-3
Phenylselenyl bromide

: 88674-43-5
3β-Hydroxy-4',5',16α,17α-tetrahydro-5-androsteno<17,16-b>furan-5'-one 3-tetrahydropyranyl ether

: 88674-47-9
(4'R)-3β-Hydroxy-4'-selenophenyl-4',5',16α,17α-tetrahydro-5-androsteno<17,16-b>furan-5'-one 3-tetrahydropyranyl ether

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; hexane; -78 deg C to 22 deg C;
DOI:10.1016/0039-128X(83)90016-8

Reference yield:

: 88674-40-2
3β,17β-Diacetoxy-5-androsten-16-ylidenacetic acid methyl ester

: 88674-47-9
(4'R)-3β-Hydroxy-4'-selenophenyl-4',5',16α,17α-tetrahydro-5-androsteno<17,16-b>furan-5'-one 3-tetrahydropyranyl ether

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / H₂ / PtO₂ / acetic acid

2: 93 percent / KOH / methanol; H₂O / 1.5 h / Heating

3: 89 percent / TosOH / CH₂Cl₂ / 3 h / Ambient temperature

4: 91 percent / LDA, HMPT / tetrahydrofuran; hexane / -78 deg C to 22 deg C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; hydrogen; toluene-4-sulfonic acid; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetic acid;
DOI:10.1016/0039-128X(83)90016-8

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 88674-47-9
(4'R)-3β-Hydroxy-4'-selenophenyl-4',5',16α,17α-tetrahydro-5-androsteno<17,16-b>furan-5'-one 3-tetrahydropyranyl ether

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / TosOH / CH₂Cl₂ / 3 h / Ambient temperature

2: 91 percent / LDA, HMPT / tetrahydrofuran; hexane / -78 deg C to 22 deg C

With N,N,N,N,N,N-hexamethylphosphoric triamide; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/0039-128X(83)90016-8