allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
• CAS No.: 120142-50-9
• Molecular Formula: C₂₄H₂₃NO₇
• Molecular Weight: 437.449
• Mol file: 120142-50-9.mol

Synonyms:allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Chemical Property of allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 6 articles about allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-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: 88.0%

benzaldehyde dimethyl acetal (1125-88-8) + allyl 2-deoxy-2-phthalimido β-D-glucopyranoside → allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (120142-50-9)

Guidance literature:

With magnesium triflate; In acetonitrile; at 20 ℃; for 2h; regioselective reaction;

DOI:10.1039/c6ra23198e

Reference yield: 88.0%

allyl 2-deoxy-2-phthalimido-β-D-glucopyranoside (114853-29-1) → allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (120142-50-9)

Guidance literature:

With camphor-10-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2014.06.049

Reference yield: 82.0%

benzaldehyde dimethyl acetal (1125-88-8) + allyl 2-deoxy-2-phthalimido-β-D-glucopyranoside (114853-29-1) → allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (120142-50-9)

Guidance literature:

With toluene-4-sulfonic acid;

upstream raw materials:

benzaldehyde dimethyl acetal

allyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

allyl 3,4,6-tri-O-acetyl-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

Downstream raw materials:

C₇₀H₇₅NO₁₉

Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-2-[(2R,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-tetrahydro-pyran-4-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester