allyl 4,6-di-O-acetyl-3-S-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-2-deoxy-3-thio-2-p-toluenesulfonamido-β-D-glucopyranoside

Base Information

Chemical Name:allyl 4,6-di-O-acetyl-3-S-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-2-deoxy-3-thio-2-p-toluenesulfonamido-β-D-glucopyranoside
CAS No.:151895-58-8
Molecular Formula:C₃₂H₄₃NO₁₅S₂
Molecular Weight:745.823
Hs Code.:

Synonyms:allyl 4,6-di-O-acetyl-3-S-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-2-deoxy-3-thio-2-p-toluenesulfonamido-β-D-glucopyranoside

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Chemical Property of allyl 4,6-di-O-acetyl-3-S-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-2-deoxy-3-thio-2-p-toluenesulfonamido-β-D-glucopyranoside

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Technology Process of allyl 4,6-di-O-acetyl-3-S-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-2-deoxy-3-thio-2-p-toluenesulfonamido-β-D-glucopyranoside

There total 5 articles about allyl 4,6-di-O-acetyl-3-S-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-2-deoxy-3-thio-2-p-toluenesulfonamido-β-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: allyl 4,6-O-benzylidene-2,3-dideoxy-2,3-(N-p-toluenesulfonylepimino)-β-D-allopyranoside

: 151895-58-8
allyl 4,6-di-O-acetyl-3-S-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-2-deoxy-3-thio-2-p-toluenesulfonamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / Dowex 50W-X₂ (H+) / methanol; H₂O / 2 h / 60 °C

2: 1.) MeONa, 2.) pyridine, DMAP / 1.) MeOH, reflux, 45 min

With pyridine; dmap; Dowex 50W-X₂ (H+); sodium methylate; In methanol; water;
DOI:10.1016/S0957-4166(00)80385-7

Reference yield:

: 108-24-7
acetic anhydride

: N-[(2R,3S,4R,5R,6R)-2-Allyloxy-5-hydroxy-6-hydroxymethyl-4-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-ylsulfanyl)-tetrahydro-pyran-3-yl]-4-methyl-benzenesulfonamide

: allyl 4,6-di-O-acetyl-2-S-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-3-deoxy-2-thio-3-p-toluenesulfonamido-β-D-altropyranoside

: 151895-58-8
allyl 4,6-di-O-acetyl-3-S-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-2-deoxy-3-thio-2-p-toluenesulfonamido-β-D-glucopyranoside

Guidance literature:: With pyridine; dmap; Yield given. Yields of byproduct given;
DOI:10.1016/S0040-4039(00)74055-X

Reference yield:

: 73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6
6-deoxy-L-galactose

: 151895-58-8
allyl 4,6-di-O-acetyl-3-S-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-2-deoxy-3-thio-2-p-toluenesulfonamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen chloride / 1.) 0 deg C, 10 min, 2.) RT, 4 h

2: pyridine, DMAP

3: 1.) MeONa, 2.) pyridine, DMAP / 1.) MeOH, reflux, 45 min

With pyridine; hydrogenchloride; dmap; sodium methylate;
DOI:10.1016/S0957-4166(00)80385-7