88095-31-2

Upstream product

• 5987-33-7 4,6-O-benzylidene-D-allal 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 124314-12-1 (4aR,8aS)-2-Phenyl-8-phenylethynyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 124314-11-0 (4aR,6R,8aS)-2-Phenyl-6-phenylethynyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 18968-70-2 Methyl-4,6-O-benzyliden-β-D-erythro-hex-2-en-pyranosid 
• 124314-10-9 (4aR,8R,8aS)-8-sec-Butyl-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 124314-09-6 (4aR,6S,8aS)-6-sec-Butyl-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 88095-35-6 (4aR,8R,8aS)-8-Allyl-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 88095-33-4 (4aR,6S,8aS)-6-Allyl-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 88095-36-7 (4aR,8R,8aS)-8-(2-Methyl-allyl)-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 88095-34-5 (4aR,6S,8aS)-6-(2-Methyl-allyl)-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 124314-08-5 (4aR,8R,8aS)-8-Isopropyl-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 124314-13-2 (4aR,8aS)-6-Isopropyl-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 124314-07-4 (4aR,8R,8aS)-8-Ethyl-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 124314-06-3 (4aR,8aS)-6-Ethyl-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 37111-78-7 (4aR,8R,8aS)-8-Methyl-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 

Relevant academic research and scientific papers

Regioselective Methylation of the C-1 and C-3 Positions of 1,5-Anhydro-4,6-O-benzylidene-2-deoxy-3-O-mesyl-D-ribo-hex-1-enitol by the Reaction with Methylmagnesium Bromide or Methyl Cuprates

1,5-Anhydro-4,6-O-benzylidene-2-deoxy-3-O-mesyl-D-ribo-hex-1-enitol reacted with alkylmagnesium bromides (RMgBr: R = C2H5-, (CH3)2CH-, or C2H5(CH3)CH-) to give the corresponding 1-β-C-glycopyranosides and 3-C-alkyl-D-arabino-hex-1-enitols, while the reaction with methylmagnesium bromide afforded 1-α-C- and 1-β-C-methyl-glycosides in a ratio of 1 : 1.5-2.On the other hand, when the reaction was carried out in the presence of CuI or CuBr-S(CH3)2, substitution took place at the C-3 position to afford the corresponding 3-C-methyl-D-arabino-hex-1-enitol.

REACTION OF 4,6-O-BENZYLIDENE-3-O-MESYL-ALLAL WITH ALLYLIC GRIGNARD REAGENTS. HIGHLY REGIO- AND STEREOSELECTIVE PREPARATION OF 2,6-DISUBSTITUTED DIHYDROPYRAN RINGS

The reaction of 4,6-O-benzylidene-1,2-dideoxy-3-O-mesyl-D-ribo-hex-1-enopyranose reacted with 2-propenylmagnesium chloride or 2-methyl-2-propenylmagnesium chloride to give 1,5-anhydro-4,6-O-benzylidene-2,3-dideoxy-1-C-prop-2-enyl- (or 2-methylprop-2-enyl)-β-D-erythro-hex-2-enitol in good yield.