79563-59-0

Upstream product

• 898541-20-3 5-methyl-2-<1-methyl-1-(benzylthio)ethyl>cyclohexanone 
• 79563-58-9 (2R,5R)-2-(1-Benzylsulfanyl-1-methyl-ethyl)-5-methyl-cyclohexanone 
• 79563-62-5 (R)-3-((2R,4aR,7R,8aR)-4,4,7-Trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-hexan-3-ol 
• 119298-82-7 (S)-1-(4-Chloro-phenyl)-4,4-dimethyl-3-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-pentan-3-ol 
• 119364-84-0 (R)-1-(4-Chloro-phenyl)-4,4-dimethyl-3-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-pentan-3-ol 
• 66346-01-8 1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one 
• 89556-33-2 2-<(1'S)-1'-hydroxy-1'-phenylpropyl>hexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin 
• 89556-32-1 2-((1'S)-1'-hydroxy-1'-phenylethyl)hexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin 
• 79563-61-4 1-((2R,4aR,7R,8aR)-4,4,7-Trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-propan-1-one 
• 79618-03-4 (4aR,7R,8aR)-4,4,7-Trimethyl-hexahydro-1-oxa-3-thia-naphthalene 
• 266694-57-9 Phenyl-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-methanone 
• 622840-40-8 8-mercaptomenthol 
• 89-82-7 pulegone 
• 407619-28-7 (2R,5R)-2-[1-(4-Heptyl-benzylsulfanyl)-1-methyl-ethyl]-5-methyl-cyclohexanone 

Downstream Products

• 89556-33-2 2-<(1'S)-1'-hydroxy-1'-phenylpropyl>hexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin 
• 89556-32-1 2-((1'S)-1'-hydroxy-1'-phenylethyl)hexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin 
• 266694-57-9 Phenyl-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-methanone 

Relevant academic research and scientific papers

Development of Odorless Thiols and Sulfides and Their Applications to Organic Synthesis

Development of new odorless thiols (dodecanethiol, 4-n- heptylphenylmethanethiol, 4-trimethylsilylphenylmethanethiol, 4-trimethylsilylbenzenethiol) and an odorless sulfide (1-methylsulfanyldodecane) and their applications to dealkylation, Michael addition, Swern oxidation, and Corey-Kim oxidation are described.

Odorless substitutes for foul-smelling thiols: Syntheses and applications

Several alkanethiols and p-alkylphenylmethanethiols were synthesized, and their odors were compared with those of ethanethiol and benzyl mercaptan by human and instrumental sensors. Among the various thiols analyzed, 1-dodecanethiol (1) and p-heptylphenylmethanethiol (3) were revealed to be odorless. 1-Dodecanethiol (1) has been used instead of ethanethiol for dealkylation of ethers, and p-heptylphenylmethanethiol (3) can replace benzyl mercaptan in the preparation of a 1,3-mercapto alcohol from an α,β-unsaturated ketone. These odorless thiols will greatly improve the physical environment of the researcher working with these foul-smelling compounds.

New reagent for the optical resolution of ketones: (-) (1R, 2R, 5R)-5-methyl-2-(1-mercapto-1-methylethyl)-cyclohexanol. Application to trans dimethyl cyclopentanone-3,4-dicarboxylate

(-) (1R, 2R, 5R)-5-methyl-2-(1-mercapto-1-methylethyl)-cyclohexanol was shown to be a very powerful agent for the optical resolution of ketones. It was used for the resolution of trans dimethyl cyclopentanone-3,4-dicarboxylate combined with the epimerizat

ASYMMETRIC SYNTHESES BASED ON HEXAHYDRO-4,4,7-TRIMETHYL-1,3-BENZOXATHIANS

Earlier work concerned with a highly stereoselective asymmetric synthesis based on a 1,3-oxathiane as the chiral auxiliary reagent is reviewed and recent applications to the synthesis of the four stereoisomers of malyngolide, of (R)-(+)-γ-caprolactone (a

Asymmetric Syntheses Based on 1,3-Oxathianes. 2. Synthesis of Chiral Tertiary α-Hydroxy Aldehydes, α-Hydroxy Acids, Glycols (RR'C(OH)CH2OH), and Carbinols (RR'C(OH)CH3) in High Enantiomeric Purity

A chiral 1,3-oxathiane (5) prepared from (+)-pulegone in three steps is converted to diastereomerically pure equatorial 2-acyl derivatives by lithiation, condensation with aldehydes, and Me2SO oxidation.Reaction of the resulting ketones with Grignard reagents at -78 deg C again proceeds highly stereoselectively (diastereomer excess generally above 90percent) according to Cram's rule (cyclic model).The resulting tertiary carbinols when cleaved with NCS/AgNO3 give chiral tertiary α-hydroxy aldehydes, RR'C(OH)CHO, plus a mixture of epimeric sultines which may be readily reconverted to the starting oxathiane.The hydroxy aldehydes have been oxidized to chiral tertiary α-hydroxy acids, RR'C(OH)CO2H, and reduced to primary-tertiary glycols, RR'C(OH)CH2OH, and further to tertiary carbinols, RR'C(OH)CH3, all with over 90percent ee.The opposite enantiomers of these compounds (again >90percent ee) may be obtained by starting with a diastereomeric 1,3-oxathiane (6), also available from (+)-pulegone.The configurations of the chiral products may be deduced from the manner of preparation and the assumption that Cram's rule is valid and agree with prior assignments in the literature.

ASYMMETRIC SYNTHESIS OF (R)-(+)-ETHYLMETHYL-n-PROPYLCARBINOL IN HIGH ENANTIOMERIC PURITY. A 1,3-OXATHIANE DERIVED FROM (+)-PULEGONE AS CHIRAL ADJUVANT

A chiral, conformationally locked 1,3-oxathiane has been prepared by 1,4-addition of benzyl mercaptan to (+)-pulegone followed by Na/NH3 reduction and condensation of the resulting hydroxythiol with paraformaldehyde.The utility of this chiral adjuvant is