Pent-4-enonic acid, 2,4-dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-5-S-(4-methoxyphenyl )-2-methyl-5-thio-, (4E)-

Base Information

• Chemical Name: Pent-4-enonic acid, 2,4-dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-5-S-(4-methoxyphenyl )-2-methyl-5-thio-, (4E)-
• CAS No.: 192520-14-2
• Molecular Formula: C₁₉H₃₀O₄SSi
• Molecular Weight: 382.596
• Mol file: 192520-14-2.mol

Synonyms:

Chemical Property of Pent-4-enonic acid, 2,4-dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-5-S-(4-methoxyphenyl )-2-methyl-5-thio-, (4E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pent-4-enonic acid, 2,4-dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-5-S-(4-methoxyphenyl )-2-methyl-5-thio-, (4E)-

There total 5 articles about Pent-4-enonic acid, 2,4-dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-5-S-(4-methoxyphenyl )-2-methyl-5-thio-, (4E)- 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:

(E)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenylsulfanyl)-2-methyl-pent-4-enoic acid ethyl ester (192520-00-6) → (E)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenylsulfanyl)-2-methyl-pent-4-enoic acid (192520-14-2)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 48h;

DOI:10.1016/S0040-4020(97)00606-6

Reference yield:

(E)-3-(4-Methoxy-phenylsulfanyl)-prop-2-en-1-ol → (E)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenylsulfanyl)-2-methyl-pent-4-enoic acid (192520-14-2)

Guidance literature:

Multi-step reaction with 4 steps

1: iodobenzoic acid / dimethylsulfoxide; tetrahydrofuran / 0.5 h / 20 °C

2: 1.) diisopropylamine, BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 30 min

3: 78 percent / Et₃N / CH₂Cl₂ / 1 h / -78 °C

4: 40 mg / aq. KOH / methanol / 48 h / 20 °C

With potassium hydroxide; n-butyllithium; 2-Iodobenzoic acid; triethylamine; diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(97)00606-6

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → (E)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenylsulfanyl)-2-methyl-pent-4-enoic acid (192520-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / Et₃N / CH₂Cl₂ / 1 h / -78 °C

2: 40 mg / aq. KOH / methanol / 48 h / 20 °C

With potassium hydroxide; triethylamine; In methanol; dichloromethane;

DOI:10.1016/S0040-4020(97)00606-6

upstream raw materials:

(E)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenylsulfanyl)-2-methyl-pent-4-enoic acid ethyl ester

t-butyldimethylsiyl triflate

(E)-3-Hydroxy-5-(4-methoxy-phenylsulfanyl)-2-methyl-pent-4-enoic acid ethyl ester

(E)-3-(4-Methoxy-phenylsulfanyl)-propenal