1,6-anhydro-2,3-di-O-methyl-4-O-benzyl-5-C-trifluoromethanesulfonyloxy-β-L-idopyranose

Base Information

Chemical Name:1,6-anhydro-2,3-di-O-methyl-4-O-benzyl-5-C-trifluoromethanesulfonyloxy-β-L-idopyranose
CAS No.:1384974-91-7
Molecular Formula:C₁₆H₁₉F₃O₈S
Molecular Weight:428.383
Hs Code.:

Synonyms:1,6-anhydro-2,3-di-O-methyl-4-O-benzyl-5-C-trifluoromethanesulfonyloxy-β-L-idopyranose

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Chemical Property of 1,6-anhydro-2,3-di-O-methyl-4-O-benzyl-5-C-trifluoromethanesulfonyloxy-β-L-idopyranose

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Technology Process of 1,6-anhydro-2,3-di-O-methyl-4-O-benzyl-5-C-trifluoromethanesulfonyloxy-β-L-idopyranose

There total 7 articles about 1,6-anhydro-2,3-di-O-methyl-4-O-benzyl-5-C-trifluoromethanesulfonyloxy-β-L-idopyranose 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: 93.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 1384974-88-2
1,6-anhydro-2,3-di-O-methyl-5-C-hydroxy-4-O-benzyl-β-L-idopyranose

: 1384974-91-7
1,6-anhydro-2,3-di-O-methyl-4-O-benzyl-5-C-trifluoromethanesulfonyloxy-β-L-idopyranose

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/j.carres.2012.02.026

Reference yield:

: 3013-58-9,3051-89-6,4261-46-5,6748-99-8,13035-20-6,13502-46-0,22893-88-5,35311-32-1,53767-28-5,56586-53-9,56586-54-0,69744-11-2,94480-09-8,120200-48-8,120200-49-9,120200-50-2,120200-52-4
methyl 4,6-O-benzylidene-2,3-di-O-methyl-α,D-glucopyranoside

: 1384974-91-7
1,6-anhydro-2,3-di-O-methyl-4-O-benzyl-5-C-trifluoromethanesulfonyloxy-β-L-idopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: N-Bromosuccinimide; calcium carbonate / tetrachloromethane / Reflux

2: sodium methylate / methanol

3: potassium osmate(VI); 4-methylmorpholine N-oxide / tetrahydrofuran; water / 12 h / 45 °C

4: pyridine; dmap / dichloromethane / 4 h / 20 °C

With pyridine; dmap; potassium osmate(VI); N-Bromosuccinimide; sodium methylate; 4-methylmorpholine N-oxide; calcium carbonate; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water;
DOI:10.1016/j.carres.2012.02.026

Reference yield:

: 1384974-84-8
methyl 2,3-di-O-methyl-4-O-benzyl-6-deoxy-6-iodo-α-Dglucopyranoside

: 1384974-91-7
1,6-anhydro-2,3-di-O-methyl-4-O-benzyl-5-C-trifluoromethanesulfonyloxy-β-L-idopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide / 6 h / 20 °C

2: potassium osmate(VI); 4-methylmorpholine N-oxide / tetrahydrofuran; water / 12 h / 45 °C

3: pyridine; dmap / dichloromethane / 4 h / 20 °C

With pyridine; dmap; potassium osmate(VI); sodium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2012.02.026