104333-70-2

Upstream product

• 608-68-4 dimethyl L-tartrate 
• 100-39-0 benzyl bromide 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 620-05-3 iodomethylbenzene 

Downstream Products

• 118653-92-2 Dimethyl (2R,3R)-2-benzyloxy-3-p-tolylsulfonyloxysuccinate 
• 104211-04-3 L-O-monobenzyl tartaric acid 
• 84379-51-1 2-O-benzyl-L-threitol 
• 163275-51-2 (2S)-2-benzyloxy-3-[tert-butyl(dimethyl)silyloxy]-propanal 
• 104333-69-9 Methyl(2S-trans)-1,3-bis-(phenylmethoxy)-4-oxo-2-azetidine-carboxylate 
• 118653-93-3 (2S,3S)-2-Benzyloxy-3-p-tolylsulfonyloxybutane-1,4-diol 
• 118653-95-5 (2S,3S)-1-Chloro-2-benzyloxy-4-p-tolylsulfonyloxybutane-2-ol 
• 118653-94-4 (3R,2S)-2-Benzyloxy-3,4-epoxybutyl p-toluenesulfonate 
• 118653-91-1 (3R,2S)-2-Benzyloxy-3,4-epoxybutan-1-ol 
• 104333-73-5 methyl[2R-(R*,R*)]-2-[(4-methylphenylsulfonyl)-oxy]-4-oxo-3-benzyloxy-4-[benzyloxy-amino]-butanoate 
• 121357-96-8 methyl (2R,3S)-2-benzyloxy-3,4-O-isopropylidene-3,4-dihydroxybutanoate 
• 142775-75-5 (4R,5S)-5-Benzyloxy-2,2-dimethyl-[1,3]dioxane-4-carboxylic acid methyl ester 
• 142775-68-6 methyl (2R,3S)-3-(O-benzyl)-4-(O-t-butyldimethylsilyl)-2,3,4-trihydroxybutanoate 
• 142775-69-7 methyl (2R,3S)-2-(O-benzyl)-4-(O-t-butyldimethylsilyl)-2,3,4-trihydroxybutanoate 

Relevant academic research and scientific papers

Reaction of (2S,3S)-2-benzyloxybutane-1,2,4-triol with N,N′-carbonyldiimidazole

(2S,3S)-2-Benzyloxybutane-1,2,4-triol reacted with N,N′-carbonyldiimidazole to give a mixture of the expected 1,2-carbonate and the corresponding bis-carbonate.

Total regioselective control of tartaric acid

An efficient strategy to synthesize tartaric acid building blocks for totally regioselective transformations or derivatizations was disclosed. Starting from l-tartaric acid or l-dimethyl tartrate, respectively, we obtained type I and II building blocks with orthogonal sets of protecing groups (4-8 steps, 38-56% overall yield).

Displacement Reactions on 2,3,4,6-Tetra-O-benzyl-1,5-di-O-sulfonyl-D-glucitols. Synthesis of (3R,4S)-3,4-Dibenzyloxy-2-(2-benzyloxyethylidene)tetrahydrofuran

Treatment of the 1,5-dimesylate and 1,5-ditosylate of 2,3,4,6-tetra-O-benzyl-D-glucitol 1 with tetrabutylammonium acetate in acetonitrile leads, through nucleophilic attack by O-2 at C-5 and normal displacement at C-1, to 1-O-acetyl-2,5-anhydro-3,4,6-tri-

Selective monoalkylation of acyclic diols by means of dibutyltin oxide and fluoride salts

Fluoride anion was found to promote monoalkylation reaction of diols by the stannylene acetal method, and selective monoalkylation of various acyclic diols was accomplished in good yields under mild conditions by employing this new method. Functional groups such as carboxylic acid ester, carboxamide, carbamate, nitrile, alkyl chloride, and ether were not affected under the reaction conditions.

An Efficient O-Monoalkylation of Dimethyl L-Tartrate via O-Stannylene Acetal with Alkyl Halides in the Presence of Cesium Fluoride

Selective O-monoalkylation of the vic-glycol of dimethyl L-tartrate with alkyl halides has been found to take place smoothly under mild conditions in the presence of cesium fluoride.

Optically active 4-carbalkoxy-2-azetidinones

Novel 2-azetidinones of the formula STR1 wherein R is alkyl of 1 to 4 carbon atoms, R1 is selected from the group consisting of hydrogen, --OH, protected hydroxy and --OCH2 --COOR', R' is selected from the group consisting of hydroge