(20S)-[5(2-hydroxypropan-2-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3

Base Information

Chemical Name:(20S)-[5(2-hydroxypropan-2-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3
CAS No.:1361587-83-8
Molecular Formula:C₂₈H₄₀O₄
Molecular Weight:440.623
Hs Code.:

Synonyms:

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Chemical Property of (20S)-[5(2-hydroxypropan-2-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3

Chemical Property:

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Technology Process of (20S)-[5(2-hydroxypropan-2-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3

There total 14 articles about (20S)-[5(2-hydroxypropan-2-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3 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: 88.0%

: 1361587-85-0
(20S)-[(5-ethyloxycarbonyl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3

: 917-54-4
methyllithium

: 1361587-83-8
(20S)-[5(2-hydroxypropan-2-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3

Guidance literature:: In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1002/chem.201102695

Reference yield:

: C₄₀H₆₆O₅Si₂

: 1361587-83-8
(20S)-[5(2-hydroxypropan-2-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogen fluoride / water; acetonitrile / Inert atmosphere

2: tetrahydrofuran; diethyl ether / 12 h / -78 - 20 °C / Inert atmosphere

With hydrogen fluoride; In tetrahydrofuran; diethyl ether; water; acetonitrile;
DOI:10.1002/chem.201102695

Reference yield:

: 1361587-93-0
C₁₉H₂₆O₄

: 1361587-83-8
(20S)-[5(2-hydroxypropan-2-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butylate / toluene / 2 h / -15 °C / Sonication; Inert atmosphere

1.2: -15 - 0 °C / Inert atmosphere

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; tricyclohexylphosphine / dimethyl sulfoxide / 2.5 h / 80 °C / Inert atmosphere

3.1: potassium phosphate; bis(triphenylphosphine)palladium(II) dichloride / tetrahydrofuran; water / 1 h / 20 °C / Darkness; Inert atmosphere

4.1: hydrogen fluoride / water; acetonitrile / Inert atmosphere

5.1: tetrahydrofuran; diethyl ether / 12 h / -78 - 20 °C / Inert atmosphere

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(triphenylphosphine)palladium(II) dichloride; hydrogen fluoride; potassium tert-butylate; potassium acetate; tricyclohexylphosphine; In tetrahydrofuran; diethyl ether; water; dimethyl sulfoxide; toluene; acetonitrile; 1.1: Wittig reaction / 1.2: Wittig reaction;
DOI:10.1002/chem.201102695