(Z)-(2R)-5-(tert-butyldiphenylsilanyloxy)-3-methyl-1-(Rs)-(toluene-4-sulfinyl)pent-3-en-2-ol

Base Information

• Chemical Name: (Z)-(2R)-5-(tert-butyldiphenylsilanyloxy)-3-methyl-1-(Rs)-(toluene-4-sulfinyl)pent-3-en-2-ol
• CAS No.: 1013326-04-9
• Molecular Formula: C₂₉H₃₆O₃SSi
• Molecular Weight: 492.755

Synonyms:(Z)-(2R)-5-(tert-butyldiphenylsilanyloxy)-3-methyl-1-(Rs)-(toluene-4-sulfinyl)pent-3-en-2-ol

Chemical Property of (Z)-(2R)-5-(tert-butyldiphenylsilanyloxy)-3-methyl-1-(Rs)-(toluene-4-sulfinyl)pent-3-en-2-ol

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Technology Process of (Z)-(2R)-5-(tert-butyldiphenylsilanyloxy)-3-methyl-1-(Rs)-(toluene-4-sulfinyl)pent-3-en-2-ol

There total 1 articles about (Z)-(2R)-5-(tert-butyldiphenylsilanyloxy)-3-methyl-1-(Rs)-(toluene-4-sulfinyl)pent-3-en-2-ol 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: 44.0%

(Z)-4-((tert-butyldiphenylsilyl)oxy)-2-methylbut-2-enal (1013326-57-2) + (R)-methyl p-tolyl sulfoxide (1519-39-7) → (Z)-(2S)-5-(tert-butyldiphenylsilanyloxy)-3-methyl-1-(Rs)-(toluene-4-sulfinyl)pent-3-en-2-ol (1013326-03-8) + (Z)-(2R)-5-(tert-butyldiphenylsilanyloxy)-3-methyl-1-(Rs)-(toluene-4-sulfinyl)pent-3-en-2-ol (1013326-04-9)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2007.12.046

Reference yield: 90.0%

(Z)-(2R)-5-(tert-butyldiphenylsilanyloxy)-3-methyl-1-(Rs)-(toluene-4-sulfinyl)pent-3-en-2-ol (1013326-04-9) + tert-butylchlorodiphenylsilane (58479-61-1) → 1-[(Z)-(2R)-2,5-bis-(tert-butyldiphenylsilanyloxy)-3-methyl-pent-3-ene-1-(Rs)-sulfinyl]-4-methyl-benzene (1013326-06-1)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2007.12.046

Reference yield: 79.0%

(Z)-(2R)-5-(tert-butyldiphenylsilanyloxy)-3-methyl-1-(Rs)-(toluene-4-sulfinyl)pent-3-en-2-ol (1013326-04-9) → (2R,3RS,4RS)-4-bromo-5-(tert-butyldiphenylsilanyloxy)-3-methyl-1-(Ss)-(toluene-4-sulfinyl)-pentane-2,3-diol

Guidance literature:

With N-Bromosuccinimide; water; In toluene; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2007.12.046

upstream raw materials:

(Z)-4-((tert-butyldiphenylsilyl)oxy)-2-methylbut-2-enal

(R)-methyl p-tolyl sulfoxide

Downstream raw materials:

1-[(Z)-(2R)-2,5-bis-(tert-butyldiphenylsilanyloxy)-3-methyl-pent-3-ene-1-(Rs)-sulfinyl]-4-methyl-benzene

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