S-phenyl (E)-5-((tert-butyldimethylsilyl)oxy)pent-2-enethioate

Base Information

• Chemical Name: S-phenyl (E)-5-((tert-butyldimethylsilyl)oxy)pent-2-enethioate
• CAS No.: 1588513-17-0
• Molecular Formula: C₁₇H₂₆O₂SSi
• Molecular Weight: 322.544
• Mol file: 1588513-17-0.mol

Synonyms:S-phenyl (E)-5-((tert-butyldimethylsilyl)oxy)pent-2-enethioate

Chemical Property of S-phenyl (E)-5-((tert-butyldimethylsilyl)oxy)pent-2-enethioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-phenyl (E)-5-((tert-butyldimethylsilyl)oxy)pent-2-enethioate

There total 1 articles about S-phenyl (E)-5-((tert-butyldimethylsilyl)oxy)pent-2-enethioate 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: 38.0%

(Triphenylphosphoranyliden)thioessigsaeure-S-phenylester (73818-39-0) + 3-(tert-butyldimethylsilanyloxy)propionaldehyde (89922-82-7) → S-phenyl (E)-5-((tert-butyldimethylsilyl)oxy)pent-2-enethioate (1588513-17-0)

Guidance literature:

In dichloromethane; at 25 ℃; for 17h;

DOI:10.1021/ol500637x

Reference yield: 43.0%

S-phenyl (E)-5-((tert-butyldimethylsilyl)oxy)pent-2-enethioate (1588513-17-0) → S-phenyl (E)-5-hydroxypent-2-enethioate (1588512-84-8)

Guidance literature:

With hydrogen fluoride; water; In acetonitrile; at 20 ℃; for 0.25h;

DOI:10.1021/ol500637x

Reference yield:

S-phenyl (E)-5-((tert-butyldimethylsilyl)oxy)pent-2-enethioate (1588513-17-0) → 4-(phenylthio)tetrahydro-2H-pyran-2-one (1588512-39-3) + 4-(phenylthio)tetrahydro-2H-pyran-2-one

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen fluoride; water / acetonitrile / 0.25 h / 20 °C

2: 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1S,2S)-2-(dimethylamino)cyclohexyl]thiourea / dichloromethane / 144 h / 25 °C

With 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1S,2S)-2-(dimethylamino)cyclohexyl]thiourea; hydrogen fluoride; water; In dichloromethane; acetonitrile;

DOI:10.1021/ol500637x

upstream raw materials:

(Triphenylphosphoranyliden)thioessigsaeure-S-phenylester

3-(tert-butyldimethylsilanyloxy)propionaldehyde

Downstream raw materials:

S-phenyl (E)-5-hydroxypent-2-enethioate

4-(phenylthio)tetrahydro-2H-pyran-2-one