1-benzenesulfonyl-cyclopent-3-enecarboxylic ethyl ester

Base Information

• Chemical Name: 1-benzenesulfonyl-cyclopent-3-enecarboxylic ethyl ester
• CAS No.: 1322546-74-6
• Molecular Formula: C₁₄H₁₆O₄S
• Molecular Weight: 280.345
• Mol file: 1322546-74-6.mol

Synonyms:1-benzenesulfonyl-cyclopent-3-enecarboxylic ethyl ester

Chemical Property of 1-benzenesulfonyl-cyclopent-3-enecarboxylic ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzenesulfonyl-cyclopent-3-enecarboxylic ethyl ester

There total 2 articles about 1-benzenesulfonyl-cyclopent-3-enecarboxylic 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: 99.0%

2-allyl-2-benzenesulfonyl-pent-4-enoic ethyl ester (1332646-32-8) → 1-benzenesulfonyl-cyclopent-3-enecarboxylic ethyl ester (1322546-74-6)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 40 ℃; for 1h; Solvent; Inert atmosphere;

DOI:10.1039/c4ob02480j

Reference yield:

ethyl 2-phenylsulfonylacetate (7605-30-3) → 1-benzenesulfonyl-cyclopent-3-enecarboxylic ethyl ester (1322546-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / Inert atmosphere; Cooling with ice

1.2: 20 - 50 °C / Inert atmosphere

2.1: Hoveyda-Grubbs 2nd-generation catalyst / benzene / 0.5 h / 50 °C / Inert atmosphere

With Hoveyda-Grubbs 2nd-generation catalyst; sodium hydride; In N,N-dimethyl-formamide; mineral oil; benzene;

DOI:10.1002/adsc.201100053

Reference yield: 99.0%

1-benzenesulfonyl-cyclopent-3-enecarboxylic ethyl ester (1322546-74-6) → ethyl 1-(phenylsulfonyl)cyclopentanecarboxylate (140244-14-0)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; formic acid; sodium formate; In tetrahydrofuran; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c4ob02480j

upstream raw materials:

2-allyl-2-benzenesulfonyl-pent-4-enoic ethyl ester

ethyl 2-phenylsulfonylacetate

Downstream raw materials:

(S)-3-(hydroxymethyl)-1-cyclopentanone

tert-butyl (5R,7S)-2,2-dimethyl-7-{1-methyl-5-[5-(4-methylphenyl)pentanoyl]-1H-pyrrol-2-yl}-3-oxa-1-azaspiro[4.4]nonane-1-carboxylate

1-{5-[(1S,3R)-3-amino-3-(hydroxymethyl)cyclopentyl]-1-methyl-1H-pyrrol-2-yl}-5-(4-methylphenyl)pentan-1-one

tert-butyl(dimethyl){[1-(phenylsulfonyl)cyclopent-3-en-1-yl]methoxy}silane