benzyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-2-fluoro-α-D-altropyranoside

Base Information

• Chemical Name: benzyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-2-fluoro-α-D-altropyranoside
• CAS No.: 99388-51-9
• Molecular Formula: C₂₇H₂₆FNO₅
• Molecular Weight: 463.506

Synonyms:benzyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-2-fluoro-α-D-altropyranoside

Chemical Property of benzyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-2-fluoro-α-D-altropyranoside

Chemical Property:

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Technology Process of benzyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-2-fluoro-α-D-altropyranoside

There total 2 articles about benzyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-2-fluoro-α-D-altropyranoside 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: 40.0%

benzyl 2-benzamido-4,6-O-benzylidene-2-deoxy-3-O-toluene-p-sulphonyl-α-D-glucopyranoside (99388-50-8) → benzyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-2-fluoro-α-D-altropyranoside (99388-51-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 85 ℃; for 6h;

DOI:10.1016/0008-6215(85)85048-5

Reference yield:

benzyl 2-benzamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (4710-91-2,13347-86-9,19374-63-1,144789-62-8) → benzyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-2-fluoro-α-D-altropyranoside (99388-51-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / pyridine / 72 h / Ambient temperature

2: 40 percent / tetrabutylammonium fluoride / hexamethylphosphoric acid triamide / 6 h / 85 °C

With pyridine; tetrabutyl ammonium fluoride; In N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/0008-6215(85)85048-5

Reference yield: 99.0%

benzyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-2-fluoro-α-D-altropyranoside (99388-51-9) → benzyl 3-benzamido-2,3-dideoxy-2-fluoro-α-D-altropyranoside (99388-54-2)

Guidance literature:

With hydrogenchloride; In ethanol; for 12h; Ambient temperature;

DOI:10.1016/0008-6215(85)85048-5

upstream raw materials:

benzyl 2-benzamido-4,6-O-benzylidene-2-deoxy-3-O-toluene-p-sulphonyl-α-D-glucopyranoside

benzyl 2-benzamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

benzyl 3-benzamido-2,3-dideoxy-2-fluoro-α-D-altropyranoside

benzyl 3-benzamido-2,3,6-trideoxy-2-fluoro-α-D-arabino-hex-5-enopyranoside

benzyl 3-benzamido-2,3,6-trideoxy-2-fluoro-6-iodo-α-D-altropyranoside

benzyl 3-benzamido-2,3-dideoxy-2-fluoro-6-O-methanesulfonyl-α-D-altropyranoside

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