mesylate of (+)-(2S,3S)-(4E)-3-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-2-ol

Base Information

Chemical Name:mesylate of (+)-(2S,3S)-(4E)-3-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-2-ol
CAS No.:304881-71-8
Molecular Formula:C₂₁H₃₆O₄S₂Si
Molecular Weight:444.732
Hs Code.:

Synonyms:mesylate of (+)-(2S,3S)-(4E)-3-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-2-ol

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Chemical Property of mesylate of (+)-(2S,3S)-(4E)-3-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-2-ol

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Technology Process of mesylate of (+)-(2S,3S)-(4E)-3-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-2-ol

There total 4 articles about mesylate of (+)-(2S,3S)-(4E)-3-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-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:

: 6228-98-4
phenylthioacetylene

: 304881-71-8
mesylate of (+)-(2S,3S)-(4E)-3-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: BuBr*Me₂S / tetrahydrofuran / 0.25 h / -40 - 0 °C

1.2: tetrahydrofuran / 0.25 h / -40 °C

1.3: 89 percent / I₂ / tetrahydrofuran / -40 - 20 °C

2.1: 19 percent / t-BuLi / tetrahydrofuran; hexane / -78 - -20 °C

3.1: pyridine / 3 h / 0 - 20 °C

With pyridine; BuBr*Me₂S; tert.-butyl lithium; In tetrahydrofuran; hexane; 1.1: Addition / 1.2: Addition / 1.3: Addition / 2.1: Addition / 3.1: Condensation;
DOI:10.1021/jo000468k

Reference yield:

: 87727-28-4
(S)-2-tert-butyl-dimethyl-silanyloxy propanal

: 304881-71-8
mesylate of (+)-(2S,3S)-(4E)-3-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 19 percent / t-BuLi / tetrahydrofuran; hexane / -78 - -20 °C

2: pyridine / 3 h / 0 - 20 °C

With pyridine; tert.-butyl lithium; In tetrahydrofuran; hexane; 1: Addition / 2: Condensation;
DOI:10.1021/jo000468k

Reference yield:

: 304881-69-4
(Z)-1-iodo-3-methyl-1-(phenylsulphenyl)but-1-ene

: 304881-71-8
mesylate of (+)-(2S,3S)-(4E)-3-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 19 percent / t-BuLi / tetrahydrofuran; hexane / -78 - -20 °C

2: pyridine / 3 h / 0 - 20 °C

With pyridine; tert.-butyl lithium; In tetrahydrofuran; hexane; 1: Addition / 2: Condensation;
DOI:10.1021/jo000468k