benzyl 6-deoxy-6-{[bis(2,4-dimethoxybenzyl)aminosulfonyl]fluoromethyl}-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 6-deoxy-6-{[bis(2,4-dimethoxybenzyl)aminosulfonyl]fluoromethyl}-2,3,4-tri-O-benzyl-β-D-glucopyranoside
CAS No.:918900-86-4
Molecular Formula:C₅₃H₅₈FNO₁₁S
Molecular Weight:936.108
Hs Code.:

Synonyms:benzyl 6-deoxy-6-{[bis(2,4-dimethoxybenzyl)aminosulfonyl]fluoromethyl}-2,3,4-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of benzyl 6-deoxy-6-{[bis(2,4-dimethoxybenzyl)aminosulfonyl]fluoromethyl}-2,3,4-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of benzyl 6-deoxy-6-{[bis(2,4-dimethoxybenzyl)aminosulfonyl]fluoromethyl}-2,3,4-tri-O-benzyl-β-D-glucopyranoside

There total 3 articles about benzyl 6-deoxy-6-{[bis(2,4-dimethoxybenzyl)aminosulfonyl]fluoromethyl}-2,3,4-tri-O-benzyl-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: 82.0%

: 918900-85-3
benzyl 6-deoxy-6-[bis(2,4-dimethoxybenzyl)aminosulfonylmethyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

: 918900-86-4
benzyl 6-deoxy-6-{[bis(2,4-dimethoxybenzyl)aminosulfonyl]fluoromethyl}-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 0 ℃;
DOI:10.1246/bcsj.78.677

Reference yield:

: 918900-84-2
N,N-bis(2,4-dimethoxybenzyl) methanesulfonamide

: 918900-86-4
benzyl 6-deoxy-6-{[bis(2,4-dimethoxybenzyl)aminosulfonyl]fluoromethyl}-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi; HMPA / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: 65 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: KHMDS / tetrahydrofuran; toluene / 0.25 h / -78 °C

2.2: 50 percent / N-fluorobenzenesulfonimide / tetrahydrofuran; toluene / 0.5 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; potassium hexamethylsilazane; In tetrahydrofuran; hexane; toluene;
DOI:10.1021/ol062357z

Reference yield:

: 20781-23-1
bis(2,4-dimethoxybenzyl)amine

: 918900-86-4
benzyl 6-deoxy-6-{[bis(2,4-dimethoxybenzyl)aminosulfonyl]fluoromethyl}-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / triethylamine / benzene / 0 - 20 °C

2.1: n-BuLi; HMPA / tetrahydrofuran; hexane / 0.25 h / -78 °C

2.2: 65 percent / tetrahydrofuran; hexane / -78 - 20 °C

3.1: KHMDS / tetrahydrofuran; toluene / 0.25 h / -78 °C

3.2: 50 percent / N-fluorobenzenesulfonimide / tetrahydrofuran; toluene / 0.5 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; hexane; toluene; benzene;
DOI:10.1021/ol062357z