Methyl 2,6-anhydro-4,5,7-tri-O-benzyl-3,8-dideoxy-8-fluoro-D-glycero-D-talo-octonate

Base Information

Chemical Name:Methyl 2,6-anhydro-4,5,7-tri-O-benzyl-3,8-dideoxy-8-fluoro-D-glycero-D-talo-octonate
CAS No.:116337-29-2
Molecular Formula:C₃₀H₃₃FO₆
Molecular Weight:508.587
Hs Code.:

Synonyms:Methyl 2,6-anhydro-4,5,7-tri-O-benzyl-3,8-dideoxy-8-fluoro-D-glycero-D-talo-octonate

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Chemical Property of Methyl 2,6-anhydro-4,5,7-tri-O-benzyl-3,8-dideoxy-8-fluoro-D-glycero-D-talo-octonate

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Technology Process of Methyl 2,6-anhydro-4,5,7-tri-O-benzyl-3,8-dideoxy-8-fluoro-D-glycero-D-talo-octonate

There total 4 articles about Methyl 2,6-anhydro-4,5,7-tri-O-benzyl-3,8-dideoxy-8-fluoro-D-glycero-D-talo-octonate 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: 42.0%

: 116337-38-3
Methyl 2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-talo-octonate

: 116337-29-2
Methyl 2,6-anhydro-4,5,7-tri-O-benzyl-3,8-dideoxy-8-fluoro-D-glycero-D-talo-octonate

Guidance literature:: With (diethylamido)sulfur trifluoride; triethylamine; In dichloromethane; for 1h; -40 deg C to r.t.;
DOI:10.1021/jm00125a023

Reference yield:

: 100-39-0
benzyl bromide

: 116337-29-2
Methyl 2,6-anhydro-4,5,7-tri-O-benzyl-3,8-dideoxy-8-fluoro-D-glycero-D-talo-octonate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) Ag₂O, 2.) IR 120 H⁽¹⁺⁾ / 1.) DMF, a) -20 deg C, 30 min, b) r.t., 3 d, protection from light, 2.) MeOH, toluene, 70 deg C, overnight

2: 42 percent / (diethylamido)sulfur trifluoride (DAST), Et₃N / CH₂Cl₂ / 1 h / -40 deg C to r.t.

With (diethylamido)sulfur trifluoride; IR 120 H⁽¹⁺⁾; triethylamine; silver(l) oxide; In dichloromethane;
DOI:10.1021/jm00125a023

Reference yield:

: 106174-63-4
methyl 2,6-anhydro-3-deoxy-D-glycero-D-talo-octonate

: 116337-29-2
Methyl 2,6-anhydro-4,5,7-tri-O-benzyl-3,8-dideoxy-8-fluoro-D-glycero-D-talo-octonate

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / pyridine / 30 °C

2: 1.) Ag₂O, 2.) IR 120 H⁽¹⁺⁾ / 1.) DMF, a) -20 deg C, 30 min, b) r.t., 3 d, protection from light, 2.) MeOH, toluene, 70 deg C, overnight

3: 42 percent / (diethylamido)sulfur trifluoride (DAST), Et₃N / CH₂Cl₂ / 1 h / -40 deg C to r.t.

With pyridine; (diethylamido)sulfur trifluoride; IR 120 H⁽¹⁺⁾; triethylamine; silver(l) oxide; In dichloromethane;
DOI:10.1021/jm00125a023