81037-04-9

Upstream product

• 256393-18-7 (1S,2S,5'S)-N,N-diisopropyl {2-spiro-2'-[5'-phenyl-5'-(prop-2''-enyl)-1',3'-dioxolane-4'-one]-7,7-dimethylbicyclo[2.2.1]hept-1-yl}methanesulfonamide 
• 81036-99-9 (2S,5S)-5-allyl-2-tert-butyl-5-phenyl-1,3-dioxolan-4-one 
• 6337-34-4 2,2-dimethyl-5-phenyl-1,3-dioxolan-4-one 
• 129286-24-4 5-allyl-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-one 
• 81036-97-7 (2S,5S)-2-tert-butyl-5-phenyl-1,3-dioxolan-4-one 
• 17199-29-0 (S)-Mandelic acid 
• 160560-48-5 C₃₈H₆₀O₈Si₂ 
• 134221-96-8 1L-4-O-benzoylformyl-3-O-(t-butyldimethylsilyl)-1,2:5,6-di-O-cyclohexylidene-chiro-inositol 
• 17767-81-6 3,5-diphenyloxazolidine-2,4-dione 
• 611-71-2 MANDELIC ACID 
• 256393-11-0 (1S,2S,5'S)-N,N-diisopropyl [2-spiro-2'-(5'-phenyl-1',3'-dioxolane-4'-one)-7,7-dimethylbicyclo[2.2.1]hept-1-yl]methanesulfonamide 
• 905562-63-2 N-phenyl-2-hydroxy-2-phenyl-4-pentenylamide 
• 155139-38-1 ((2S,4R)-2-Phenyl-4-trimethylsilanyl-tetrahydro-furan-2-yl)-methanol 
• 81036-99-9 (S)-5-Allyl-2-tert-butyl-5-phenyl-[1,3]dioxolan-4-one 

Downstream Products

• 63137-53-1 (S)-2-Hydroxy-2-phenyl-succinic acid 
• 103383-73-9 (3R,8aS)-3-phenyl-3-(2-propenyl)-1,4-dioxo-3,4,6,7,8,8a-hexahydro-1H-pyrrolo<2,1-c><1,4>oxazine 
• 94726-51-9 methyl (2S,1'S)-N-<(1-hydroxy-1-phenyl-3-butenyl)-formyl>prolinate 
• 73698-05-2 (S)-2-Hydroxy-2-phenylpentanoic Acid 
• 103383-79-5 (S)-(+)-3-hydroxy-3-phenyl-5-hexen-2-one 

Relevant academic research and scientific papers

Improved robust method for preparing optically active 3-alkyl-3-phenyl-1,4- dioxane-2,5-diones; A promising new chiral template

A robust method for preparing (3S)-3-alkyl-3-phenyl-1,4-dioxane-2,5-diones was developed using an improved cyclocondensation reaction between (S)-α-alkylmandelic acids and 2-bromocarbonyl halides. Subtle differences in the reaction conditions, including separate additions of triethylamine, significantly increased the yield compared with Schollkopf s original method. Georg Thieme Verlag Stuttgart · New York.

Construction of enantiomerically enriched tertiary α- hydroxycarboxylic acid derivatives by phase-transfer-catalyzed asymmetric alkylation of diaryloxazolidin-2,4-diones

(Chemical Equation Presented) Center of attention: The chiral ammonium bromide 1 has been used as a catalyst for the highly enantioselective alkylation of diaryloxazolidindiones 2 under mild phase-transfer conditions (TBME = tert-butyl methyl ether). This

Process for preparing optically active α-hydroxy acids and derivatives thereof

The present invention provides a process for preparing optically active α-hydroxy acids and derivatives thereof by subjecting the alkylated 1,3-dioxolanones of formula (IV) wherein R1and R2are the same or different and are each independently H or C1-6alkyl; R5is H, C1-16alkyl, or unsubstituted or substituted phenyl; and R6is C1-8alkyl, C2-7alkenyl or unsubstituted or substituted benzyl, to either alcoholysis or hydrolysis, in which the alkylated 1,3-dioxolanones are obtained by using 10-camphorsulfonamide as a chiral auxiliary.

Isomannide and isosorbide as new chiral auxiliaries for the stereoselective synthesis of tertiary α-hydroxy acids

Isomannide and isosorbide are selectively protected to provide new chiral auxiliaries suitable for the preparation of enantiopure tertiary α-hydroxy acids. Diastereoselective additions of organozinc reagents on the derived phenylglyoxylates afford the desired α-hydroxy acids with 60-99% ee after saponification. Both absolute configurations of the α-hydroxy acids can be accessed, by adapted choice of either the starting diol or the protecting group.

Enantioselective synthesis of α-hydroxy acids employing (1S)-(+)-N,N-diisopropyl-10-camphorsulfonamide as chiral auxiliary

matrix presented I R1=H, Me, Ph II (>98 de.) III Lewis acid (BF3·-OEt2) catalyzed condensation of dimethoxy acetal 2 with α-hydroxy acids produces chiral 1,3-dioxolanones I. The enolates derived from these compounds underg

Asymmetric synthesis of tetrahydrofurans by diastereoselective [3+2] cycloaddition of allylsilanes with α-keto esters bearing an optically active cyclitol as a chiral auxiliary

Tin (IV) chloride mediated [3+2] cycloadditions of allylsilanes with optically active α-keto esters derived from L-quebrachitol afforded tetrahydrofuran derivatives via 1,2-silyl migration with high level of diastereoselectivity. Removal of the chiral aux

Pig Liver Esterase Catalyzed Hydrolyses of Racemic α-Substituted α-Hydroxy Esters

Pig liver esterase catalyzed hydrolyses of some α-substituted α-hydroxy esters give product acids and recovered esters in 9-94percent enantiomeric excess.The observed enantiomeric selectivity could be rationalized using a recently proposed active site mod

SYNTHESIS OF ENANTIOMERICALLY ENRICHED ATROLACTIC ACID AND OTHER α-HYDROXY ACIDS

The α-anions of 2-substituted 1,3-dioxolan-4-ones derived from chiral mandelic and lattic acid (2a, 2b; 3a; 10a, 10b) were alkylated with high stereoselectivity, The products formed were hydrolysed to α-hydroxy acids with 65-85percent e.e. ((S)(+)-5,7,9, (R)(-)-13).