methyl 3-benzamido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-arabino-hex-5-enopyranoside

Base Information

Chemical Name:methyl 3-benzamido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-arabino-hex-5-enopyranoside
CAS No.:95239-47-7
Molecular Formula:C₂₁H₂₀FNO₅
Molecular Weight:385.392
Hs Code.:

Synonyms:methyl 3-benzamido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-arabino-hex-5-enopyranoside

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Chemical Property of methyl 3-benzamido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-arabino-hex-5-enopyranoside

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Technology Process of methyl 3-benzamido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-arabino-hex-5-enopyranoside

There total 5 articles about methyl 3-benzamido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-arabino-hex-5-enopyranoside 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: 93.0%

: 95239-45-5
methyl 3-benzamido-4-O-benzoyl-6-bromo-2,3,6-trideoxy-2-fluoro-α-D-altropyranoside

: 95239-47-7
methyl 3-benzamido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-arabino-hex-5-enopyranoside

Guidance literature:: With silver fluoride; dmap; In pyridine; for 6h; Ambient temperature; in the dark;
DOI:10.1016/0008-6215(85)85123-5

Reference yield:

: 74801-07-3
methyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-2-fluoro-α-D-altropyranoside

: 95239-47-7
methyl 3-benzamido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-arabino-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / barium carbonate, benzoyl peroxide, N-bromosuccinimide / CCl₄ / 3 h / Heating

2: 74 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / hexamethylphosphoric acid triamide / 96 h / Ambient temperature

With N-Bromosuccinimide; Perbenzoic acid; barium carbonate; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1016/0008-6215(84)85015-6

Reference yield:

: 99827-93-7
methyl 2-benzamido-4,6-O-benzylidene-2-deoxy-3-O-(methylsulfonyl)-α-D-glucopyranoside

: 95239-47-7
methyl 3-benzamido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-arabino-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 63 percent / tetrabutylammonium fluoride / acetonitrile / 24 h / 80 °C / to the exclusion of moisture

2: 82.4 percent / N-bromosuccinimide, barium carbonate / CCl₄ / 3 h / Heating

3: 93 percent / silver fluoride / 4-(dimethylamino)pyridine / pyridine / 6 h / Ambient temperature; in the dark

With N-Bromosuccinimide; tetrabutyl ammonium fluoride; silver fluoride; barium carbonate; dmap; In pyridine; tetrachloromethane; acetonitrile;
DOI:10.1016/0008-6215(85)85123-5