7298-96-6

Upstream product

• 535-11-5 Ethyl 2-bromopropionate 
• 1068-90-2 2-acetylaminomalonic acid diethyl ester 
• 20268-80-8 diethyl 2-amino-3-methylsuccinate 
• 759-65-9 diethyl oxalpropionate 
• 90877-70-6 ethyl 2-acetamido-2-cyanoacetate 

Downstream Products

• 498-24-8 Mesaconic acid 
• 67513-61-5 (+/-)-threo-2-benzyloxycarbonylamino-3-methyl-succinic acid 
• 608-41-3 (2S,3S)-2-Hydroxy-3-methyl-succinic acid 
• 81422-90-4 (2R,3S)-threo-3-methylbutane-1,2,4-triol 4-benzyl ether 
• 13398-41-9 (2S, 3S)-threo-β-methylmalic acid 
• 81380-12-3 (2S,3R)-3,4-epoxy-2-methyl-1-butanol benzyl ether 
• 86562-32-5 (2R,3S)-threo-3-methylbutane-1,2,4-triol 1,2-acetonide 4-benzyl ether 
• 72598-35-7 (-)-serricornin 
• 78433-56-4 (2R,3S)-3,4-epoxy-2-methyl-1-butanol benzyl ether 
• 78433-57-5 (2R,3R)-threo-2-methylpentane-1,3-diol 1-benzyl ether 
• 50460-80-5 (2S,3S)-2-Hydroxy-3-methyl-bernsteinsaeuredimethylester 
• 72485-37-1 (4R,6S,7S)-7-acetoxy-4,6-dimethyl-3-nonanone 
• 82335-98-6 serricornin acetate <(4S,6R,7R)-4,6-dimethyl-7-acetoxy-3-nonanone> 
• 78479-15-9 (2S,3R)-threo-3-methylbutane-1,2,4-triol 1,2-acetonide 4-benzyl ether 

Relevant academic research and scientific papers

Syntheses of (2S,3R)- and (2S,3R)2H>- 3-Methylaspartic acid: Slow Substrates for a syn-Elimination Reaction catalysed by Methylaspartase.

Methylaspartase catalyses the slow syn-elimination of ammonia from the (2S,3R)--diastereomer of the natural substrate, (2S,3S)-3-methylaspartic acid, to give mesaconic acid.To provide material of sufficient stereochemical purity to probe the mechanism of the reaction, two synthetic routes to (2S,3R)- and (2S,3R)2H>- 3-methylaspartic acid were devised.The use of these (2S,3R)-3-methylaspartic acids revealed that the enzymic reaction does not involve C-3 epimerisation followed by normal anti-elimination, ruling-out the possibility of a carbanion intermediate.Conversely, the substrate displayed very large primary deuterium isotope effects indicating rate-limiting C-H bond cleavage.

Indium-mediated allylation and Reformatsky reaction on glyoxylic oximes under ultrasound irradiation

A novel and more convenient method for the indium-promoted allylation of glyoxylic oximes based on the use of ultrasonic waves is reported. A similar procedure was used to develop the first example reported in the literature of an indium-mediated Reformatsky reaction on oxime ethers.

Organocatalytic synthesis of β-alkylaspartates via β-lactone ring opening

(Chemical Equation Presented) Cinchona alkaloid-catalyzed reaction of ethyl glyoxylate with substituted ketenes, formed in situ, gives disubstituted β-lactones in moderate yield and high enantiomeric excess. Subsequent azide ring opening, reduction, and e

SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY OF SERRICORNIN

The absolute stereochemistry of serricornin (4,6-dimethyl-7-hydroxy-3-nonanone) was established as 4S, 6S, 7S by synthesizing both (4S, 6S, 7S)-isomer and its antipode.Only the natural enantiomer was bioactive.by