109687-70-9

Basic information

• Product Name: Carbamic acid, [1-(phenylmethyl)-2-(phenylthio)ethyl]-, 1,1-dimethylethyl ester, (S)-
• CAS NO: 109687-70-9
• Molecular Formula: C20H25NO2S
• Molecular Weight: 343.49
• Mol File: 109687-70-9.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [1-(phenylmethyl)-2-(phenylthio)ethyl]-, 1,1-dimethylethyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [1-(phenylmethyl)-2-(phenylthio)ethyl]-, 1,1-dimethylethyl ester, (S)-(109687-70-9)
• EPA Substance Registry System: Carbamic acid, [1-(phenylmethyl)-2-(phenylthio)ethyl]-, 1,1-dimethylethyl ester, (S)-(109687-70-9)

Safety Data

• Hazardous Substances Data: 109687-70-9(Hazardous Substances Data)

Upstream product

• 4551-15-9 phenylthiotrimethylsilane 
• 153782-96-8 (S)-N-t-butoxycarbonyl-2-phenylmethyl aziridine 
• 882-33-7 diphenyldisulfane 
• 185384-15-0 (S)-tert-butyl (1-bromo-3-phenylpropan-2-yl)carbamate 
• 126301-19-7 (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropyl methanesulfonate 
• 119153-87-6 (C₅H₉O₂)C₉H₉NO(O)(CO₂C₂H₅) 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 63-91-2 L-phenylalanine 
• 3182-95-4 L-Phenylalaninol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 930-69-8 sodium thiophenolate 
• 141403-49-8 (2S)-2-[N-(tert-butoxycarbonyl)amino]-3-phenyl-O-(4-methylphenylsulfonyl)propan-1-ol 
• 108-98-5 thiophenol 

Downstream Products

• 155099-12-0 (2R,5S)-2-Benzyl-5-[(tert-butoxycarbonyl)amino]-6-phenyl-(E)-3-hexen-1-ol 
• 1004316-38-4 (3-benzenesulfonyl-1-benzyl-4-tert-butoxycarbonylamino-2-hydroxy-5-phenyl-pentyl)-benzyl-carbamic acid tert-butyl ester 
• 189456-88-0 [1-benzyl-4-(benzyl-tert-butoxycarbonyl-amino)-5-(4-methoxy-phenyl)-pent-2-enyl]-carbamic acid tert-butyl ester 
• 189456-92-6 (2S,3S,4S,5S)-2,5-bis[(1,1-dimethylethoxy)carbonyl]amino-1-phenyl-6-(p-methoxy)phenyl-3,4-dihydroxyhexane 
• 189456-83-5 (2S,5S,3E)-2,5-bis[(1,1-dimethylethoxy)-carbonyl]amino-1-phenyl-6-(p-methoxy)phenylhex-3-ene 
• 168846-63-7 (2S,5S,3E)-2-[(1,1-dimethylethoxy)carbonyl]amino-5-{[(1,1-dimethylethoxy)carbonyl]-N-benzyl}amino-1,6-diphenylhex-3-ene 
• 168846-62-6 (2S,5S)-2,5-bis-<(1,1-dimethylethoxy)carbonylamino>-1,6-diphenylhex-3-ene 
• 144141-82-2 (2S,4S,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane 
• 129491-63-0 (2S,3R,4R,5S)-2,5-bis[(1,1-dimethylethoxy)carbonyl]amino-1,6-diphenyl-3,4-dihydroxyhexane 
• 129491-64-1 (2S,3S,4S,5S)-2,5-bis<<(tert-butyloxy)carbonyl>amino>-3,4-dihydroxy-1,6-diphenylhexane 

Relevant articles and documents

Mild and selective silicon-mediated access to enantioenriched 1,2-mercaptoamines and β-amino arylchalcogenides

Metal-free ring opening reactions of activated and unactivated aziridines with different silyl chalcogenides are described. Judicious tuning of the reaction conditions enables the synthesis of chiral enantioenriched N-Ts and N-Boc 1,2-mercaptoamines in good yields from the corresponding aziridines and bis(trimethylsilyl)sulfide. N-Protected and N-H unactivated aziridines are efficiently converted into the corresponding β-arylchalcogeno amines upon treatment with suitable arylchalcogenosilanes. The silicon-mediated ring opening reactions proceed with excellent regioselectivity and stereospecificity, allowing to access a wide array of synthetically and biologically valuable enantioenriched chalcogenoamines.

Bimetallic system for the synthesis of diorganyl selenides and sulfides, chiral β-seleno amines, and seleno- and thioesters

The bimetallic reagent Sn(II)/Cu(II) in [bmim]BF4 was efficiently used for the cleavage of diaryl diselenides and disulfides and reacts with a variety of organic substrates, such as organic halides, acid chlorides, and β-amino mesylates affording the diorganyl selenides and sulfides within very short reaction times, under mild conditions and with excellent yields, using BMIM-BF4 as a reusable solvent.

Chiral lithium amido sulfide ligands for asymmetric addition reactions of alkyllithium reagents to aldehydes

Six chiral amino sulfides have been synthesised from the amino acids phenylalanine, phenylglycine and valine. These amino sulfides were used as chiral ligands in the asymmetric addition of n-butyllithium and metyllithium to various aldehydes at low temperatures. The highest stereoselectivities were obtained with benzaldehyde, resulting in 1-phenyl-1-pentanol and 1-phenyl-1-ethanol in enantiomeric excesses of >98.5 and 95%, respectively. These stereoselectivities were significantly higher than those induced by the ether analogues.