253275-87-5

Upstream product

• 286-20-4 cyclohexane-1,2-epoxide 
• 91-60-1 2-Naphthalenethiol 
• 180292-08-4 N-[(1S,2S)-2-(Naphthalen-2-ylsulfanyl)-cyclohexyl]-4-nitro-benzamide 
• 286-18-0 7-azabicyclo[4.1.0]heptane 
• 108-05-4 vinyl acetate 

Downstream Products

• 6426-26-2 (S)-cyclohex-2-en-1-ol 
• 253276-16-3 (+)-(S)-2-(4-isobutyl-phenyl)-propionic acid (1S,2S)-2-(naphthalene-2-sulfonyl)-cyclohexyl ester 
• 253276-09-4 (+)-(4-isobutyl-phenyl)-acetic acid (1S,2S)-2-(naphthalene-2-sulfonyl)-cyclohexyl ester 
• 253275-92-2 C₁₉H₂₀O₄S 
• 253275-89-7 (+)-(1S,2S)-2-(naphthalene-2-sulfonyl)cyclohexanol 

Relevant academic research and scientific papers

Biodegradable choline hydroxide promoted environmentally benign thiolysis of epoxides

An environmentally benign and rapid thiolysis of epoxides using a biodegradable, choline-based task-specific ionic liquid has been developed. The ring opening reaction of aryl and alkyl epoxides proceeded rapidly and afforded the corresponding β-hydroxysulfides in high yields with excellent regioselectivity. The protocol has the advantages of easy work-up, short reaction times, high yields, and a biodegradable catalyst.

Highly enantioselective kinetic resolution of trans-2-(phenylthio) cyclohexanol derivatives by immobilized Candida antartica B lipase

Candida antartica B (immobilized CAL-B) mediated resolutions of trans-2-(phenylthio)cyclohexanol derivatives using vinyl acetate as acylating agent and MTBE as solvent provide excellent enantioselectivity (up to >99%) and high yield of both the enantiomer

A practical new chiral controller for asymmetric Diels-Alder and alkylation reactions

(formula presented) The enantiomerically pure hydroxy sulfones (+)- and (-)-2 have been prepared from 1,2-epoxycyclohexane by a simple and practical procedure. The acrylate esters of these alcohols undergo BCl3-catalyzed Diels-Alder reactions with a variety of dienes at -78 to -55°C in CH2Cl2 or C7H8 with high dienophile face selectivity (Table 1). The chiral esters so formed are readily cleaved with recovery of the controllers (+)- or (-)-2. Esters of (+)- and (-)-2 can be converted to Z-polassium enolates and alkylated with high face selectivity.

Asymmetric ring opening reactions of symmetrical N-acylaziridines with thiols catalyzed by chiral dialkyl tartrate-diethylzinc complexes

The asymmetric ring opening reaction of 1,2-(N-acylimino)cyclohexanes (N- acylaziridines) with some thiols proceeded in the presence of chiral zinc complexes prepared from diethylzinc and dialkyl L-(+)-tartrate to afford trans 2-(N-acylamino)-1-arylthiocyclohexane in up to 93% cc. The enantioselectivity is highly influenced by the molar ratio of the reactants and the nature of chiral dialkyl tartrate. The chemical structure of dialkyl L-(+)-tartrate-zinc complex is discussed on their 1H NMR spectra and molecular weight.