129083-15-4

Upstream product

• 2746-25-0 p-Methoxybenzyl bromide 
• 132352-47-7 (E)-3-((4S,5S)-5-((4-ethoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-en-1-ol 
• 132352-49-9 ethyl (E)-3-((4S,5S)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 
• 531515-01-2 (E)-ethyl (4S,5S)-4,5-dihydroxy-6-(4-methoxybenzyloxy)-hex-2-enoate 
• 132352-48-8 4-p-methoxybenzyl-2,3-O-isopropylidene-L-threose 
• 118620-86-3 (2S,3S)-4-(p-methoxybenzyloxy)-2,3-(isopropylidenedioxy)-butan-1-ol 
• 50622-09-8 2,3-O-isopropylidene-L-threitol 
• 132352-47-7 (4S,5S)-4-(3-hydroxy-1E-propenyl)-5-(p-methoxybenzyloxymethyl)-2,2-dimethyl-1,3-dioxolane 

Downstream Products

• 129083-17-6 (S)-1-[(4R,5R)-5-(4-Methoxy-benzyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-prop-2-en-1-ol 
• 19130-96-2 1,5-dideoxy-1,5-imino-D-glucitol 
• 72458-46-9 N-benzyl-1-deoxynojirimycin 
• 214342-00-4 (3aS,6R,7R,7aS)-5-Benzyl-2,2-dimethyl-6-vinyl-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol 
• 214342-01-5 (3aS,6R,7R,7aS)-5-Benzyl-6-hydroxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol 
• 214342-03-7 (1R,2R)-2-Benzylamino-1-((4S,5S)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-but-3-en-1-ol 
• 132352-67-1 (4S,5S)-4-<(1S)-1-hydroxy-2-propynyl>-5-p-methoxybenzyloxymethyl-2,2-dimethyl-1,3-dioxolane 
• 132352-59-1 (2S-trans)-3-(3-p-methoxybenzyloxymethyl-1S,2S-O-isopropyledinepropyl)oxiranemethylchloride 
• 132352-67-1 (4S,5S)-4-<(1R)-1-hydroxy-2-propynyl>-5-p-methoxybenzyloxymethyl-2,2-dimethyl-1,3-dioxolane 
• 132352-59-1 (2R-trans)-3-(3-p-methoxybenzyloxymethyl-1S,2S-O-isopropyledinepropyl)oxiranemethylchloride 

Relevant academic research and scientific papers

Asymmetric synthesis of (+)-1-deoxynojirimycin

An asymmetric synthesis of (+)-1-deoxynojirimycin (1) in 14 steps starting from diene (5) is described. The key transformations in the sequence are a sharpless dihydroxylation and epoxidation followed by a regio- and stereoselective aminolysis of vinyl epoxide 11 to give piperidine 12.

AN EFFECTIVE, PRACTICAL METHOD FOR THE SYNTHESIS OF CHIRAL PROPARGYL ALCOHOLS

The preparation of chiral propargyl alcohols (2) is described by LiNH2 or LDA induced double elimination of chiral epoxychlorides (4), derived from their corresponding epoxyalcohols (3) which are available easily by Sharpless asymmetric epoxidation of the primary allyl alcohols.Whereas, use of stoichiometric amount of base on 4 provides chirally enriched trans-1-chlorovinyl alcohols (14).