thioethyl 3,4,6-tri-O-benzyl-2-O-(2,5-difluorobenzoyl)-α-D-mannopyranoside

Base Information

Chemical Name:thioethyl 3,4,6-tri-O-benzyl-2-O-(2,5-difluorobenzoyl)-α-D-mannopyranoside
CAS No.:1400810-16-3
Molecular Formula:C₃₆H₃₆F₂O₆S
Molecular Weight:634.741
Hs Code.:

Synonyms:thioethyl 3,4,6-tri-O-benzyl-2-O-(2,5-difluorobenzoyl)-α-D-mannopyranoside

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Chemical Property of thioethyl 3,4,6-tri-O-benzyl-2-O-(2,5-difluorobenzoyl)-α-D-mannopyranoside

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Technology Process of thioethyl 3,4,6-tri-O-benzyl-2-O-(2,5-difluorobenzoyl)-α-D-mannopyranoside

There total 1 articles about thioethyl 3,4,6-tri-O-benzyl-2-O-(2,5-difluorobenzoyl)-α-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: 81.0%

: 35730-09-7
2,5-difluorobenzoyl chloride

: 129750-23-8
Ethyl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 1400810-16-3
thioethyl 3,4,6-tri-O-benzyl-2-O-(2,5-difluorobenzoyl)-α-D-mannopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ja307628w

Reference yield: 91.0%

: 1400810-16-3
thioethyl 3,4,6-tri-O-benzyl-2-O-(2,5-difluorobenzoyl)-α-D-mannopyranoside

: C₈₃H₇₈N₂O₁₈

: benzyl 3,4,6-tri-O-benzyl-2-O-(2,5-difluorobenzoyl)-α-D-mannopyranosyl-(1→3)-2-O-benzyl-4,6-di-O-(R)-benzylidene-β-D-mannopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: thioethyl 3,4,6-tri-O-benzyl-2-O-(2,5-difluorobenzoyl)-α-D-mannopyranoside; C₈₃H₇₈N₂O₁₈; In dichloromethane; at 20 ℃; for 1h; Molecular sieve;

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at -50 - -20 ℃; for 1.25h;
DOI:10.1021/ja401385v

Reference yield: 90.0%

: 1400810-15-2
benzyl [3,6-di-O-benzyl-2,4-di-O-(2,5-difluorobenzoyl)-α-D-mannopyranosyl-(1→3)]-2,4-di-O-benzyl-β-D-mannopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 1400810-16-3
thioethyl 3,4,6-tri-O-benzyl-2-O-(2,5-difluorobenzoyl)-α-D-mannopyranoside

: benzyl [3,6-di-O-benzyl-2,4-di-O-(2,5-difluorobenzoyl)-α-D-mannopyranosyl-(1→3)]-[3,4,6-tri-Obenzyl-2-O-(2,5-difluorobenzoyl)-α-D-mannopyranosyl-(1→6)]-2,4-di-O-benzyl-β-D-mannopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: benzyl [3,6-di-O-benzyl-2,4-di-O-(2,5-difluorobenzoyl)-α-D-mannopyranosyl-(1→3)]-2,4-di-O-benzyl-β-D-mannopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside; thioethyl 3,4,6-tri-O-benzyl-2-O-(2,5-difluorobenzoyl)-α-D-mannopyranoside; In dichloromethane; toluene; at 20 ℃; for 2h; Inert atmosphere; Molecular sieve;

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; toluene; at -50 - -20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ja307628w