2,3,4,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-5a-carba-β-D-glucopyranose

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Chemical Name:2,3,4,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-5a-carba-β-D-glucopyranose
CAS No.:1147490-81-0
Molecular Formula:C₃₆H₃₇F₃O₇S
Molecular Weight:670.747
Hs Code.:

Synonyms:2,3,4,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-5a-carba-β-D-glucopyranose

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Chemical Property of 2,3,4,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-5a-carba-β-D-glucopyranose

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Technology Process of 2,3,4,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-5a-carba-β-D-glucopyranose

There total 6 articles about 2,3,4,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-5a-carba-β-D-glucopyranose 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: 92.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 162119-26-8
2,3,4,6-tetra-O-benzyl-5a-carba-β-D-glucopyranose

: 1147490-81-0
2,3,4,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-5a-carba-β-D-glucopyranose

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at -10 ℃; for 0.25h;
DOI:10.1016/j.bmc.2018.12.027

Reference yield:

: 2,3,4,6-tetra-O-benzyl-1-O-methanesulfonyl-5a-carba-β-D-glucopyranose

: 1147490-81-0
2,3,4,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-5a-carba-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride; 15-crown-5 / neat (no solvent) / 0.5 h / Inert atmosphere

1.2: 255 / 6 h / 50 °C

2.1: 2,6-di-tert-butyl-4-methylpyridine / dichloromethane / 0.25 h / -10 °C

With 2,6-di-tert-butyl-4-methylpyridine; 15-crown-5; sodium hydride; In dichloromethane;
DOI:10.1016/j.bmc.2018.12.027

Reference yield:

: 2,3,4,6-tetra-O-benzyl-1-O-chloromethanesulfonyl-5a-carba-β-D-glucopyranose

: 1147490-81-0
2,3,4,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-5a-carba-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride; 15-crown-5 / neat (no solvent) / 0.5 h / Inert atmosphere

1.2: 255 / 8 h / 20 °C / Inert atmosphere

2.1: sodium hydride; 15-crown-5 / neat (no solvent) / 0.5 h / Inert atmosphere

2.2: 255 / 6 h / 50 °C

3.1: 2,6-di-tert-butyl-4-methylpyridine / dichloromethane / 0.25 h / -10 °C

With 2,6-di-tert-butyl-4-methylpyridine; 15-crown-5; sodium hydride; In dichloromethane;
DOI:10.1016/j.bmc.2018.12.027