benzyl 3,4,6-tri-O-benzyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranoside

Base Information

• Chemical Name: benzyl 3,4,6-tri-O-benzyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranoside
• CAS No.: 90486-12-7
• Molecular Formula: C₃₅H₃₅F₃O₈S
• Molecular Weight: 672.719
• Mol file: 90486-12-7.mol

Synonyms:benzyl 3,4,6-tri-O-benzyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranoside

Chemical Property of benzyl 3,4,6-tri-O-benzyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 3,4,6-tri-O-benzyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranoside

There total 3 articles about benzyl 3,4,6-tri-O-benzyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranoside 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:

benzyl bromide (100-39-0) → benzyl 3,4,6-tri-O-benzyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranoside (90486-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutylammonium iodide, / benzene

2: 96 percent / pyridine / 1.) -15 deg C; 2.) 0 deg C, 90 min

With tetra-(n-butyl)ammonium iodide; In pyridine; benzene;

DOI:10.1016/0008-6215(84)85137-X

Reference yield:

(3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dibutyl-tetrahydro-1,3,4-trioxa-2-stanna-indene (194807-89-1) → benzyl 3,4,6-tri-O-benzyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranoside (90486-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutylammonium iodide, / benzene

2: 96 percent / pyridine / 1.) -15 deg C; 2.) 0 deg C, 90 min

With tetra-(n-butyl)ammonium iodide; In pyridine; benzene;

DOI:10.1016/0008-6215(84)85137-X

Reference yield:

benzyl 3,4,6-tetra-O-benzyl-β-G-glucopyranoside (53929-30-9,61134-30-3,61820-04-0,78355-19-8,90465-39-7,120269-17-2,90302-50-4) → benzyl 3,4,6-tri-O-benzyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranoside (90486-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) DMSO, trifluoroacetic anhydride; 2.) NaBH₄ / 1.) CH₂Cl₂, -78 deg C, 40 min; 2.) ethyl ether, MeOH, r.t., 40 min

2: pyridine / CH₂Cl₂

With pyridine; sodium tetrahydroborate; dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane;

DOI:10.1139/v87-070

upstream raw materials:

benzyl bromide

(3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dibutyl-tetrahydro-1,3,4-trioxa-2-stanna-indene

benzyl 3,4,6-tetra-O-benzyl-β-G-glucopyranoside

Downstream raw materials:

benzyl 3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-β-D-glucopyranoside