66303-55-7

Basic information

• Product Name: Acetaldehyde, (phenylthio)-
• CAS NO: 66303-55-7
• Molecular Formula: C8H8OS
• Molecular Weight: 152.217
• Mol File: 66303-55-7.mol
• Article Data: 32

Chemical Properties

• CAS DataBase Reference: Acetaldehyde, (phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetaldehyde, (phenylthio)-(66303-55-7)
• EPA Substance Registry System: Acetaldehyde, (phenylthio)-(66303-55-7)

Safety Data

• Hazardous Substances Data: 66303-55-7(Hazardous Substances Data)

Upstream product

• 107-20-0 2-chloroethanal 
• 108-98-5 thiophenol 
• 930-69-8 sodium thiophenolate 
• 99172-76-6 phenylmercaptoacetaldehyde dimethyl acetal 
• 191731-37-0 N-methoxy-N-methyl-2-(phenylthio)acetamide 
• 103-04-8 (phenylthio)acetic acid 
• 5296-21-9 2-(phenylsulfanylmethyl)oxirane 
• 699-12-7 2-(phenylthio)ethanol 
• 766546-74-1 2-hydroxy-1-phenylsulfanylheptan-4-one 
• 197861-98-6 Oxo-phenyl-acetic acid 2-phenylsulfanyl-ethyl ester 
• 34317-61-8 S-phenyl-L-cysteine 
• 7732-18-5 water 
• 127-17-3 2-oxo-propionic acid 
• 1822-73-7 phenylthioethylene 

Downstream Products

• 60805-64-3 ethyl 3-(phenylthio)propionate 
• 3528-17-4 2,3-dihydro-4H-[1]benzothiopyran-4-one 
• 5219-65-8 acide phenylthio-3 propanoique 
• 699-12-7 2-(phenylthio)ethanol 
• 95-15-8 Benzo[b]thiophene 
• 120966-88-3 (E)-(R)-6-Benzenesulfonyl-2-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-en-3-one 
• 111248-45-4 2-(phenylthio)acetaldehyde cyanohydrin 
• 105126-76-9 2C₁₀H₁₄N₄S*H₂O₄S 
• 105126-60-1 2C₉H₁₂N₄S*H₂O₄S 
• 1619923-32-8 (R)-1-(3-((4-(N-(4-(4-(3-(2-(4-chlorophenyl)-1-isopropyl-5-methyl-4-(methylsulfonyl)-1H-pyrrol-3-yl)-5-fluorophenyl)piperazin-1-yl)phenyl)sulfamoyl)-2-((trifluoromethyl)sulfonyl)phenyl)amino)-4-(phenylthio)butyl)piperidine-4-carboxylic acid 
• 1619923-36-2 (R)-3-(1-(3-(4-(N-(4-(4-(3-(2-(4-chlorophenyl)-1-isopropyl-5-methyl-4-(methylsulfonyl)-1H-pyrrol-3-yl)-5-fluorophenyl)piperazin-1-yl)phenyl)sulfamoyl)-2-(trifluoromethylsulfonyl)phenylamino)-4-(phenylthio)butyl)piperidine-4-carbonyloxy)propylphosphonic acid 

Relevant articles and documents

Scalable asymmetric synthesis of a key fragment of Bcl-2/Bcl-xLinhibitors

The asymmetric synthesis of a 1,3-diamine building block for the elaboration of Bcl-2 and Bcl-xLprotein inhibitors is described through two key steps: (1) a highly diastereoselective aza-Reformatsky reaction, and (2) a chemoselective amination under Mitsunobu conditions. This synthetic sequence was also demonstrated to be successfully amenable to a large-scale synthesis. This journal is

Multikilogram Synthesis of a Potent Dual Bcl-2/Bcl-xL Antagonist. 2. Manufacture of the 1,3-Diamine Moiety and Improvement of the Final Coupling Reaction

This paper describes the synthesis of kilogram quantities of the sulfonamide moiety 3 involved in a coupling reaction with acid moiety 2 to provide batches of drug candidate 1 for preclinical studies and first-in-human clinical trials. A first approach relying on a chiral separation furnished the desired enantiomer of 1,3-diamine 20, precursor of sulfonamide 3. An enantiomeric synthesis of 20 using the Ellman's chiral auxiliary coupled with an aza-Reformatsky reaction to control the stereochemistry is also discussed. Coupling conditions of the final step involving EDCI to provide 1 under a cGMP process are detailed. An alternative approach using N-(1-methanesulfonyl)benzotriazole is also presented.

PROCESS FOR PREPARING SULFONAMIDE COMPOUNDS

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