O-[5-(tert-butyldiphenylsiloxy)-4-methyl-1-phenyl-1-(2-tetrahydropyranyloxy)-3-pentyl]-S-methyl dithiocarbonate

Base Information

Chemical Name:O-[5-(tert-butyldiphenylsiloxy)-4-methyl-1-phenyl-1-(2-tetrahydropyranyloxy)-3-pentyl]-S-methyl dithiocarbonate
CAS No.:230285-45-7
Molecular Formula:C₃₅H₄₆O₄S₂Si
Molecular Weight:622.965
Hs Code.:

Synonyms:O-[5-(tert-butyldiphenylsiloxy)-4-methyl-1-phenyl-1-(2-tetrahydropyranyloxy)-3-pentyl]-S-methyl dithiocarbonate

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Chemical Property of O-[5-(tert-butyldiphenylsiloxy)-4-methyl-1-phenyl-1-(2-tetrahydropyranyloxy)-3-pentyl]-S-methyl dithiocarbonate

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Technology Process of O-[5-(tert-butyldiphenylsiloxy)-4-methyl-1-phenyl-1-(2-tetrahydropyranyloxy)-3-pentyl]-S-methyl dithiocarbonate

There total 11 articles about O-[5-(tert-butyldiphenylsiloxy)-4-methyl-1-phenyl-1-(2-tetrahydropyranyloxy)-3-pentyl]-S-methyl dithiocarbonate 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: 92.0%

: 230285-44-6
5-(tert-butyldiphenylsiloxy)-4-methyl-1-phenyl-1-(2-tetrahydropyranyloxy)-3-pentanol

: 75-15-0,12122-00-8
carbon disulfide

: 74-88-4
methyl iodide

: 230285-45-7
O-[5-(tert-butyldiphenylsiloxy)-4-methyl-1-phenyl-1-(2-tetrahydropyranyloxy)-3-pentyl]-S-methyl dithiocarbonate

Guidance literature:: 5-(tert-butyldiphenylsiloxy)-4-methyl-1-phenyl-1-(2-tetrahydropyranyloxy)-3-pentanol; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1.5h;

carbon disulfide; methyl iodide; In tetrahydrofuran; at 20 ℃; for 20h; Further stages.;
DOI:10.1021/jo991570o

Reference yield:

: 230285-36-6
5-(tert-butyldiphenylsiloxy)-4-methyl-1-phenyl-1-(2-tetrahydropyranyloxy)-3-pentanone

: 230285-45-7
O-[5-(tert-butyldiphenylsiloxy)-4-methyl-1-phenyl-1-(2-tetrahydropyranyloxy)-3-pentyl]-S-methyl dithiocarbonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 89 percent / NaBH₄ / methanol / 0.5 h / 20 °C

2.1: NaH / various solvent(s); tetrahydrofuran

2.2: 92 percent / various solvent(s); tetrahydrofuran / 20 h / 20 °C

With sodium tetrahydroborate; sodium hydride; In tetrahydrofuran; methanol;
DOI:10.1021/ol990564b

Reference yield:

: 230285-32-2
1,5-dihydroxy-4-methyl-1-phenyl-3-pentanone

: 230285-45-7
O-[5-(tert-butyldiphenylsiloxy)-4-methyl-1-phenyl-1-(2-tetrahydropyranyloxy)-3-pentyl]-S-methyl dithiocarbonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 42 percent / DMAP; Et₃N / CH₂Cl₂ / 20 °C

2.1: 93 percent / PPTs / CH₂Cl₂ / 20 °C

3.1: 89 percent / NaBH₄ / methanol / 0.5 h / 20 °C

4.1: NaH / various solvent(s); tetrahydrofuran

4.2: 92 percent / various solvent(s); tetrahydrofuran / 20 h / 20 °C

With dmap; sodium tetrahydroborate; pyridinium p-toluenesulfonate; sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol990564b