1α-hydroxy-2-methylidene-24-trimethylsilyl-23,23,24,24-tetradehydro-19,25,26,27-tetranorvitamin D3 1,3-is(tert-butyldimethylsilyl)ether

Base Information

Chemical Name:1α-hydroxy-2-methylidene-24-trimethylsilyl-23,23,24,24-tetradehydro-19,25,26,27-tetranorvitamin D3 1,3-is(tert-butyldimethylsilyl)ether
CAS No.:1395789-14-6
Molecular Formula:C₃₉H₇₀O₂Si₃
Molecular Weight:655.24
Hs Code.:

1α-hydroxy-2-methylidene-24-trimethylsilyl-23,23,24,24-tetradehydro-19,25,26,27-tetranorvitamin D3 1,3-is(tert-butyldimethylsilyl)ether

Synonyms:1α-hydroxy-2-methylidene-24-trimethylsilyl-23,23,24,24-tetradehydro-19,25,26,27-tetranorvitamin D3 1,3-is(tert-butyldimethylsilyl)ether

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Chemical Property of 1α-hydroxy-2-methylidene-24-trimethylsilyl-23,23,24,24-tetradehydro-19,25,26,27-tetranorvitamin D3 1,3-is(tert-butyldimethylsilyl)ether

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Technology Process of 1α-hydroxy-2-methylidene-24-trimethylsilyl-23,23,24,24-tetradehydro-19,25,26,27-tetranorvitamin D3 1,3-is(tert-butyldimethylsilyl)ether

There total 1 articles about 1α-hydroxy-2-methylidene-24-trimethylsilyl-23,23,24,24-tetradehydro-19,25,26,27-tetranorvitamin D3 1,3-is(tert-butyldimethylsilyl)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: 80.0%

: 610304-70-6
C₄₁H₆₈O₅SSi₂

: 1066-54-2
trimethylsilylacetylene

: 1395789-14-6
1α-hydroxy-2-methylidene-24-trimethylsilyl-23,23,24,24-tetradehydro-19,25,26,27-tetranorvitamin D3 1,3-is(tert-butyldimethylsilyl)ether

Guidance literature:: trimethylsilylacetylene; With methyllithium; In 1,4-dioxane; hexane; at 0 ℃; for 0.5h; Inert atmosphere;

C₄₁H₆₈O₅SSi₂; In 1,4-dioxane; hexane; at 105 ℃; for 15h; Inert atmosphere; Sealed tube;
DOI:10.1021/jm401989c

Reference yield: 95.0%

: 1395789-14-6
1α-hydroxy-2-methylidene-24-trimethylsilyl-23,23,24,24-tetradehydro-19,25,26,27-tetranorvitamin D3 1,3-is(tert-butyldimethylsilyl)ether

: 1395789-16-8
1α-hydroxy-2-methylidene-23,23,24,24-tetradehydro-19,25,26,27-tetranorvitamin D3 1,3-bis(tert-butyldimethylsilyl)ether

Guidance literature:: With potassium carbonate; In tetrahydrofuran; methanol; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1021/jm401989c

Reference yield:

: 1395789-14-6
1α-hydroxy-2-methylidene-24-trimethylsilyl-23,23,24,24-tetradehydro-19,25,26,27-tetranorvitamin D3 1,3-is(tert-butyldimethylsilyl)ether

: 1395789-27-1
(25R)-25-(1-adamantyl)-1α,25-dihydroxy-2-methylidene-23,23,24,24-tetradehydro-19,26,27-trinorvitamin D3

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / tetrahydrofuran; methanol / 24 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / hexane / 0.12 h / 0 °C / Inert atmosphere

2.2: 2 h / 0 °C / Inert atmosphere

3.1: Dess-Martin periodane / dichloromethane / 4 h / 20 °C / Inert atmosphere

4.1: dimethylsulfide borane complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran / 0.83 h / 0 °C / Inert atmosphere

5.1: camphor-10-sulfonic acid; methanol / 3 h / 20 °C / Inert atmosphere

With methanol; n-butyllithium; dimethylsulfide borane complex; camphor-10-sulfonic acid; potassium carbonate; Dess-Martin periodane; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/jm401989c