6-(2-furan-3-yl-2-oxo-ethyl)-5,5-dimethyl-cyclohex-1-enecarbothioic acid S-ethyl ester

Base Information

• Chemical Name: 6-(2-furan-3-yl-2-oxo-ethyl)-5,5-dimethyl-cyclohex-1-enecarbothioic acid S-ethyl ester
• CAS No.: 550348-84-0
• Molecular Formula: C₁₇H₂₂O₃S
• Molecular Weight: 306.426
• Mol file: 550348-84-0.mol

Synonyms:6-(2-furan-3-yl-2-oxo-ethyl)-5,5-dimethyl-cyclohex-1-enecarbothioic acid S-ethyl ester

Chemical Property of 6-(2-furan-3-yl-2-oxo-ethyl)-5,5-dimethyl-cyclohex-1-enecarbothioic acid S-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(2-furan-3-yl-2-oxo-ethyl)-5,5-dimethyl-cyclohex-1-enecarbothioic acid S-ethyl ester

There total 5 articles about 6-(2-furan-3-yl-2-oxo-ethyl)-5,5-dimethyl-cyclohex-1-enecarbothioic acid S-ethyl ester 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: 81.0%

(2E,7E)-9-Furan-3-yl-6,6-dimethyl-9-oxo-nona-2,7-dienethioic acid S-ethyl ester (550348-83-9) → 6-(2-furan-3-yl-2-oxo-ethyl)-5,5-dimethyl-cyclohex-1-enecarbothioic acid S-ethyl ester (550348-84-0)

Guidance literature:

With tributylphosphine; In tert-butyl alcohol; at 135 ℃;

DOI:10.1021/ol030035e

Reference yield:

3-acetylfuran (14313-09-8) → 6-(2-furan-3-yl-2-oxo-ethyl)-5,5-dimethyl-cyclohex-1-enecarbothioic acid S-ethyl ester (550348-84-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / NaOEt / ethanol / 25 °C

2: O₃; PPh₃ / CH₂Cl₂

3: 81 percent / PBu₃ / 2-methyl-propan-2-ol / 135 °C

With tributylphosphine; sodium ethanolate; ozone; triphenylphosphine; In ethanol; dichloromethane; tert-butyl alcohol; 3: Wittig reaction / 4: Michael cycloisomerization;

DOI:10.1021/ol030035e

Reference yield:

2,2-dimethylhex-5-en-1-al (52278-99-6) → 6-(2-furan-3-yl-2-oxo-ethyl)-5,5-dimethyl-cyclohex-1-enecarbothioic acid S-ethyl ester (550348-84-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / NaOEt / ethanol / 25 °C

2: O₃; PPh₃ / CH₂Cl₂

3: 81 percent / PBu₃ / 2-methyl-propan-2-ol / 135 °C

With tributylphosphine; sodium ethanolate; ozone; triphenylphosphine; In ethanol; dichloromethane; tert-butyl alcohol; 3: Wittig reaction / 4: Michael cycloisomerization;

DOI:10.1021/ol030035e

upstream raw materials:

(2E,7E)-9-Furan-3-yl-6,6-dimethyl-9-oxo-nona-2,7-dienethioic acid S-ethyl ester

3-acetylfuran

2,2-dimethylhex-5-en-1-al

(E)-1-Furan-3-yl-4,4-dimethyl-octa-2,7-dien-1-one