1α,25-dihydroxy-21-(3-hydroxy-3-methyl-but-1-yl)-26,27-hexadeuterio-cholecalciferol

Base Information

Chemical Name:1α,25-dihydroxy-21-(3-hydroxy-3-methyl-but-1-yl)-26,27-hexadeuterio-cholecalciferol
CAS No.:1432905-69-5
Molecular Formula:C₃₂H₅₄O₄
Molecular Weight:508.731
Hs Code.:

Synonyms:1α,25-dihydroxy-21-(3-hydroxy-3-methyl-but-1-yl)-26,27-hexadeuterio-cholecalciferol

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Chemical Property of 1α,25-dihydroxy-21-(3-hydroxy-3-methyl-but-1-yl)-26,27-hexadeuterio-cholecalciferol

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Technology Process of 1α,25-dihydroxy-21-(3-hydroxy-3-methyl-but-1-yl)-26,27-hexadeuterio-cholecalciferol

There total 9 articles about 1α,25-dihydroxy-21-(3-hydroxy-3-methyl-but-1-yl)-26,27-hexadeuterio-cholecalciferol 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: 78.0%

: 1432905-89-9
[(1S,3Z,5R)-3-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(1R)-6,6,6-trideuterio-1-(4-methyl-4-trimethylsilyloxy-pentyl)-5-(trideuteriomethyl)-5-trimethylsilyloxyhexyl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-5-[tert-butyl(dimethyl)silyl]oxy-2-methylenecyclohexoxy]tert-butyldimethylsilane

: 1432905-69-5
1α,25-dihydroxy-21-(3-hydroxy-3-methyl-but-1-yl)-26,27-hexadeuterio-cholecalciferol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 30h; Inert atmosphere;
DOI:10.1021/jm400032t

Reference yield:

: 1432905-95-7
(1R,3aR,7aR)-7a-methyl-1-[(1S)-6,6,6-trideuterio-1-(4-methyl-4-trimethylsilyloxy-pentyl)-5-(trideuteriomethyl)-5-trimethylsilyloxy-hexyl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-one

: 1432905-69-5
1α,25-dihydroxy-21-(3-hydroxy-3-methyl-but-1-yl)-26,27-hexadeuterio-cholecalciferol

Guidance literature:: Multi-step reaction with 3 steps

1.1: cyclohexane / 6.5 h / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -70 °C / Inert atmosphere

2.2: -65 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 30 h / 20 °C / Inert atmosphere

With n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane; cyclohexane;
DOI:10.1021/jm400032t

Reference yield:

: 713521-95-0
(R)-6-[(1R,3aR,4S,7aR)-4-(tert-butyldimethylsilanyloxy)-7a-methyloctahydroinden-1-yl]-7-iodo-2-methylheptan-2-ol

: 1432905-69-5
1α,25-dihydroxy-21-(3-hydroxy-3-methyl-but-1-yl)-26,27-hexadeuterio-cholecalciferol

Guidance literature:: Multi-step reaction with 8 steps

1.1: zinc; pyridine; nickel(II) chloride hexahydrate / 0.67 h / 50 - 65 °C / Inert atmosphere

1.2: 20 °C / Cooling with ice; Inert atmosphere

2.1: diethyl ether / 20 °C / Cooling with ice; Inert atmosphere

3.1: fluorosilicic acid / acetonitrile / 15 h / Inert atmosphere

4.1: dipyridinium dichromate / 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran / 4 h / Inert atmosphere

5.1: cyclohexane / Inert atmosphere

6.1: cyclohexane / 6.5 h / Inert atmosphere

7.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -70 °C / Inert atmosphere

7.2: -65 °C / Inert atmosphere

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 30 h / 20 °C / Inert atmosphere

With pyridine; dipyridinium dichromate; n-butyllithium; fluorosilicic acid; nickel(II) chloride hexahydrate; tetrabutyl ammonium fluoride; zinc; In tetrahydrofuran; diethyl ether; hexane; cyclohexane; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; acetonitrile;
DOI:10.1021/jm400032t