methyl (methyl 5-acetamido-4,7,8-tri-O-benzyl-3,5,9-trideoxy-9-fluoro-β-D-glycero-D-galacto-2-nonulopyranosid)onate

Base Information

Chemical Name:methyl (methyl 5-acetamido-4,7,8-tri-O-benzyl-3,5,9-trideoxy-9-fluoro-β-D-glycero-D-galacto-2-nonulopyranosid)onate
CAS No.:86230-26-4
Molecular Formula:C₃₄H₄₀FNO₈
Molecular Weight:609.692
Hs Code.:

Synonyms:methyl (methyl 5-acetamido-4,7,8-tri-O-benzyl-3,5,9-trideoxy-9-fluoro-β-D-glycero-D-galacto-2-nonulopyranosid)onate

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Chemical Property of methyl (methyl 5-acetamido-4,7,8-tri-O-benzyl-3,5,9-trideoxy-9-fluoro-β-D-glycero-D-galacto-2-nonulopyranosid)onate

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Technology Process of methyl (methyl 5-acetamido-4,7,8-tri-O-benzyl-3,5,9-trideoxy-9-fluoro-β-D-glycero-D-galacto-2-nonulopyranosid)onate

There total 6 articles about methyl (methyl 5-acetamido-4,7,8-tri-O-benzyl-3,5,9-trideoxy-9-fluoro-β-D-glycero-D-galacto-2-nonulopyranosid)onate 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: 68.0%

: 86230-25-3
methyl (methyl 5-acetamido-4,7,8-tri-O-benzyl-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosid)onate

: 86230-26-4
methyl (methyl 5-acetamido-4,7,8-tri-O-benzyl-3,5,9-trideoxy-9-fluoro-β-D-glycero-D-galacto-2-nonulopyranosid)onate

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; 1 hr at -10 deg C then 2 hrs at 0 deg C;
DOI:10.1016/0008-6215(88)80153-8

Reference yield:

: 99396-00-6
5-acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosylonic acid

: 86230-26-4
methyl (methyl 5-acetamido-4,7,8-tri-O-benzyl-3,5,9-trideoxy-9-fluoro-β-D-glycero-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 5 steps

1: Dowex 50W-X₈ (H⁺) / methanol / 48 h / Heating

2: 72 percent / pyridine / 48 h / Ambient temperature

3: 88 percent / BaO, Ba(OH)2 / dimethylformamide / 1 hr at 0 deg C then RT_., overnight

4: 94 percent / BF₃-methanol complex / CH₂Cl₂ / 0.67 h / Ambient temperature

5: 68 percent / N,N-diethylaminosulfur trifluoride / CH₂Cl₂ / 1 hr at -10 deg C then 2 hrs at 0 deg C

With barium dihydroxide; diethylamino-sulfur trifluoride; boron trifluoride methanol complex; barium(II) oxide; Dowex 50W-X₈ (H⁺); In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)80153-8

Reference yield:

: 100-39-0
benzyl bromide

: 86230-26-4
methyl (methyl 5-acetamido-4,7,8-tri-O-benzyl-3,5,9-trideoxy-9-fluoro-β-D-glycero-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / BaO, Ba(OH)2 / dimethylformamide / 1 hr at 0 deg C then RT_., overnight

2: 94 percent / BF₃-methanol complex / CH₂Cl₂ / 0.67 h / Ambient temperature

3: 68 percent / N,N-diethylaminosulfur trifluoride / CH₂Cl₂ / 1 hr at -10 deg C then 2 hrs at 0 deg C

With barium dihydroxide; diethylamino-sulfur trifluoride; boron trifluoride methanol complex; barium(II) oxide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)80153-8