93836-48-7

Basic information

• Product Name: Propanoic acid, 2-[[(trifluoromethyl)sulfonyl]oxy]-, phenylmethyl ester, (S)-
• CAS NO: 93836-48-7
• Molecular Formula: C11H11F3O5S
• Molecular Weight: 312.267
• Mol File: 93836-48-7.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Propanoic acid, 2-[[(trifluoromethyl)sulfonyl]oxy]-, phenylmethyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid, 2-[[(trifluoromethyl)sulfonyl]oxy]-, phenylmethyl ester, (S)-(93836-48-7)
• EPA Substance Registry System: Propanoic acid, 2-[[(trifluoromethyl)sulfonyl]oxy]-, phenylmethyl ester, (S)-(93836-48-7)

Safety Data

• Hazardous Substances Data: 93836-48-7(Hazardous Substances Data)

Upstream product

• 2051-96-9 benzyl lactate 
• 7087-68-5 N-ethyl-N,N-diisopropylamine 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 56777-24-3 benzyl (S)-Lactate 

Downstream Products

• 139929-03-6 benzyl (R)-N,N-bis(t-butoxycarbonyl)<15N>alaninate 
• 174563-09-8 benzyl (2R)-2-<4-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-4,5-dihydro-5-oxo-1H-1,2,4-triazol-1-yl>propanoate 
• 174563-12-3 benzyl (2R)-2-<3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2,3-dihydro-2-oxo-1H-imidazol-1-yl>propanoate 
• 758723-41-0 (1S,2S,4R,5S)-4-((R)-1-Benzyloxycarbonyl-ethoxy)-5-hydroxy-cyclohexane-1,2-dicarboxylic acid 2-tert-butyl ester 1-methyl ester 
• 758723-46-5 4-[5-acetoxy-6-acetoxymethyl-3-acetylamino-4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-(1-benzyloxycarbonyl-ethoxy)-cyclohexane-1,2-dicarboxylic acid 2-methyl ester 
• 758723-42-1 4-[5-acetoxy-6-acetoxymethyl-3-acetylamino-4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-(1-benzyloxycarbonyl-ethoxy)-cyclohexane-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 1316758-66-3 C₃₁H₃₁NO₈S 
• 1316758-47-0 C₃₃H₃₃NO₉S 
• 1192364-59-2 C₂₂H₃₈N₄O₂ 
• 301184-70-3 (R)-2-{(3S,4S)-3-[4-Hydroxy-4-(3-phenyl-propyl)-piperidin-1-ylmethyl]-4-phenyl-pyrrolidin-1-yl}-propionic acid benzyl ester 
• 301184-68-9 (R)-2-((3R,4S)-3-Hydroxymethyl-4-phenyl-pyrrolidin-1-yl)-propionic acid benzyl ester 
• 301184-69-0 (R)-2-((3R,4S)-3-Formyl-4-phenyl-pyrrolidin-1-yl)-propionic acid benzyl ester 
• 494870-87-0 (αR,4S,5S)-2-(α-benzoxycarbonylethyl)-4,5-dihydroxy-1,2-oxazinan-3-one 
• 494870-70-1 (R)-N-(bromoacetyl)-N-allyloxyalanine benzyl ester 

Relevant articles and documents

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Stereoselective synthesis of multiply substituted [1,2]oxazinan-3-ones via ring-closing metathesis

The title compounds are α-amino acids whose nitrogen atoms are enclosed within 4,5-disubstituted, six-membered cyclic hydroxamates and they are of interest as potential β-lactam surrogates. The compounds have been synthesized in the present work by functionalization of the double bonds of N-substituted 6H-[1,2]oxazin-3-ones, which are obtained upon successive reaction of the inflates of 5-α-hydroxy esters with O-allylhydroxylamine and acryloyl chloride, followed by cyclization of the resulting A-α-TV- acryloyl-N-allyloxyamino esters in the presence of the ring-closing metathesis (RCM) catalyst bis(tricyclohexylphosphine)benzylideneruthenium dichloride. The olefins are also accessible, but less efficiently so, by a Wittig sequence that employs bromoacetyl bromide in place of acryloyl chloride, followed successively by triphenylphosphine, silver triflate, ozonolysis, and cyclization. Asymmetric dihydroxylation of these chiral olefins affords a single diastereomer in high yield having either the αR,4S,5S- or the αR,4R,5R configuration, depending on the auxiliary. The configuration of the αR,4R,5R isomer has been confirmed by its conversion to (αR,4S,5R)-2-(α-carboxyethyl)-4- phenylacetylamino-5-hydroxy-1,2-oxazinan-3-one, whose αR,4K,5S diastereomer was previously prepared from L-ascorbic acid. With N-bromosuccinimide in aqueous dimethylformamide, a 6H-[1,2]oxazin-3-one afforded a separable 1:1 mixture of bromohydrins, which could be cyclized to epoxides or hydrogenolyzed to 5-hydroxy-1,2-oxazinan-3-ones.