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

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Chemical Name:(20S)-[5-(2-ethyl-2-hydroxybutan-1-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3
CAS No.:1361588-24-0
Molecular Formula:C₃₁H₄₆O₄
Molecular Weight:482.704
Hs Code.:

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

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

There total 13 articles about (20S)-[5-(2-ethyl-2-hydroxybutan-1-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:

: 1361588-14-8
C₃₄H₆₄O₃Si₂

: 1361588-24-0
(20S)-[5-(2-ethyl-2-hydroxybutan-1-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3

Guidance literature:: Multi-step reaction with 7 steps

1.1: gold(III) chloride / tetrahydrofuran / 0.25 h / 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 96 h / 50 °C / Inert atmosphere

3.1: Dess-Martin periodane / dichloromethane / 3.5 h / 20 °C / Inert atmosphere

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

4.2: -15 - 0 °C / Inert atmosphere

5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; tricyclohexylphosphine / dimethyl sulfoxide / 3 h / 80 °C / Inert atmosphere

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

7.1: hydrogen fluoride; water / acetonitrile / Inert atmosphere

With gold(III) chloride; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(triphenylphosphine)palladium(II) dichloride; hydrogen fluoride; potassium tert-butylate; tetrabutyl ammonium fluoride; water; potassium acetate; Dess-Martin periodane; tricyclohexylphosphine; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; toluene; acetonitrile; 4.1: Wittig reaction / 4.2: Wittig reaction;
DOI:10.1002/chem.201102695

Reference yield:

: 1361587-95-2
C₂₀H₃₈O₂Si

: 1361588-24-0
(20S)-[5-(2-ethyl-2-hydroxybutan-1-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: Dess-Martin periodane / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

3.1: gold(III) chloride / tetrahydrofuran / 0.25 h / 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 96 h / 50 °C / Inert atmosphere

5.1: Dess-Martin periodane / dichloromethane / 3.5 h / 20 °C / Inert atmosphere

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

6.2: -15 - 0 °C / Inert atmosphere

7.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; tricyclohexylphosphine / dimethyl sulfoxide / 3 h / 80 °C / Inert atmosphere

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

9.1: hydrogen fluoride; water / acetonitrile / Inert atmosphere

With gold(III) chloride; potassium phosphate; n-butyllithium; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(triphenylphosphine)palladium(II) dichloride; hydrogen fluoride; potassium tert-butylate; tetrabutyl ammonium fluoride; water; potassium acetate; Dess-Martin periodane; tricyclohexylphosphine; In tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; toluene; acetonitrile; 6.1: Wittig reaction / 6.2: Wittig reaction;
DOI:10.1002/chem.201102695

Reference yield:

: 1361588-16-0
C₂₂H₃₆O₃

: 1361588-24-0
(20S)-[5-(2-ethyl-2-hydroxybutan-1-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3

Guidance literature:: Multi-step reaction with 5 steps

1.1: Dess-Martin periodane / dichloromethane / 3.5 h / 20 °C / Inert atmosphere

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

2.2: -15 - 0 °C / Inert atmosphere

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; tricyclohexylphosphine / dimethyl sulfoxide / 3 h / 80 °C / Inert atmosphere

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

5.1: hydrogen fluoride; water / acetonitrile / Inert atmosphere

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(triphenylphosphine)palladium(II) dichloride; hydrogen fluoride; potassium tert-butylate; water; potassium acetate; Dess-Martin periodane; tricyclohexylphosphine; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; toluene; acetonitrile; 2.1: Wittig reaction / 2.2: Wittig reaction;
DOI:10.1002/chem.201102695