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

Base Information

Chemical Name:1α-hydroxy-2-methylidene-23,23,24,24-tetradehydro-19,25,26,27-tetranorvitamin D3 1,3-bis(tert-butyldimethylsilyl)ether
CAS No.:1395789-16-8
Molecular Formula:C₃₆H₆₂O₂Si₂
Molecular Weight:583.058
Hs Code.:

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

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

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

There total 2 articles about 1α-hydroxy-2-methylidene-23,23,24,24-tetradehydro-19,25,26,27-tetranorvitamin D3 1,3-bis(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: 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:

: 610304-70-6
C₄₁H₆₈O₅SSi₂

: 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:: Multi-step reaction with 2 steps

1.1: methyllithium / 1,4-dioxane; hexane / 0.5 h / 0 °C / Inert atmosphere

1.2: 15 h / 105 °C / Inert atmosphere; Sealed tube

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

With methyllithium; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; hexane;
DOI:10.1021/jm401989c

Reference yield: 93.0%

: 2094-74-8
1-Adamantanecarbaldehyde

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

: 25-(1-adamantyl)-1α,25-dihydroxy-2-methylidene-23,23,24,24-tetradehydro-19,26,27-trinorvitamin D3 1,3-bis-(tert-butyldimethylsilyl)ether

Guidance literature:: 1α-hydroxy-2-methylidene-23,23,24,24-tetradehydro-19,25,26,27-tetranorvitamin D3 1,3-bis(tert-butyldimethylsilyl)ether; With n-butyllithium; In hexane; at 0 ℃; for 0.116667h; Inert atmosphere;

1-Adamantanecarbaldehyde; In tetrahydrofuran; hexane; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm401989c