3,4,6-tri-O-acetyl-2-deoxy-2-o-trifluoromethylbenzylideneamino-α-D-glucopyranosyl-(1→4)-2,3-di-O-isopropylidene-L-rhamnopyranosyl-(1→6)-1,2,3,4-bis-(di-O-isopropylidene)-α-D-galactopyranoside

Base Information

Chemical Name:3,4,6-tri-O-acetyl-2-deoxy-2-o-trifluoromethylbenzylideneamino-α-D-glucopyranosyl-(1→4)-2,3-di-O-isopropylidene-L-rhamnopyranosyl-(1→6)-1,2,3,4-bis-(di-O-isopropylidene)-α-D-galactopyranoside
CAS No.:1391598-46-1
Molecular Formula:C₄₁H₅₄F₃NO₁₇
Molecular Weight:889.871
Hs Code.:

3,4,6-tri-O-acetyl-2-deoxy-2-o-trifluoromethylbenzylideneamino-α-D-glucopyranosyl-(1→4)-2,3-di-O-isopropylidene-L-rhamnopyranosyl-(1→6)-1,2,3,4-bis-(di-O-isopropylidene)-α-D-galactopyranoside

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Chemical Property of 3,4,6-tri-O-acetyl-2-deoxy-2-o-trifluoromethylbenzylideneamino-α-D-glucopyranosyl-(1→4)-2,3-di-O-isopropylidene-L-rhamnopyranosyl-(1→6)-1,2,3,4-bis-(di-O-isopropylidene)-α-D-galactopyranoside

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Technology Process of 3,4,6-tri-O-acetyl-2-deoxy-2-o-trifluoromethylbenzylideneamino-α-D-glucopyranosyl-(1→4)-2,3-di-O-isopropylidene-L-rhamnopyranosyl-(1→6)-1,2,3,4-bis-(di-O-isopropylidene)-α-D-galactopyranoside

There total 2 articles about 3,4,6-tri-O-acetyl-2-deoxy-2-o-trifluoromethylbenzylideneamino-α-D-glucopyranosyl-(1→4)-2,3-di-O-isopropylidene-L-rhamnopyranosyl-(1→6)-1,2,3,4-bis-(di-O-isopropylidene)-α-D-galactopyranoside 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:

: 1391598-29-0
2-trifluorophenyl 3,4,6-tri-O-acetyl-2-deoxy-2-o-trifluoromethylbenzylideneamino-α-D-glucopyranosyl-(1→4)-2,3-di-O-isopropylidene-1-thiol-α-L-rhamnopyranoside

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 1391598-46-1
3,4,6-tri-O-acetyl-2-deoxy-2-o-trifluoromethylbenzylideneamino-α-D-glucopyranosyl-(1→4)-2,3-di-O-isopropylidene-L-rhamnopyranosyl-(1→6)-1,2,3,4-bis-(di-O-isopropylidene)-α-D-galactopyranoside

: 1391598-45-0
3,4,6-tri-O-acetyl-2-deoxy-2-o-trifluoromethylbenzylideneamino-α-D-glucopyranosyl-(1→4)-2,3-di-O-isopropylidene-L-rhamnopyranosyl-(1→6)-1,2,3,4-bis-(di-O-isopropylidene)-α-D-galactopyranoside

Guidance literature:: 2-trifluorophenyl 3,4,6-tri-O-acetyl-2-deoxy-2-o-trifluoromethylbenzylideneamino-α-D-glucopyranosyl-(1→4)-2,3-di-O-isopropylidene-1-thiol-α-L-rhamnopyranoside; 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose; In dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; In dichloromethane; at -78 - 20 ℃; for 0.333333h; Inert atmosphere;

With silver trifluoromethanesulfonate; In dichloromethane; at 0 - 35 ℃; Overall yield = 85 %; Overall yield = 15 mg; Inert atmosphere;
DOI:10.1021/jo301050q

Reference yield:

: 1391597-81-1
C₁₆H₁₉F₃O₄S

: 3,4,6-tri-O-acetyl-2-deoxy-2-otrifluoromethylbenzylideneamino-D-glucopyranosyl N-phenyl trifluoroacetimidate

: 1391598-46-1
3,4,6-tri-O-acetyl-2-deoxy-2-o-trifluoromethylbenzylideneamino-α-D-glucopyranosyl-(1→4)-2,3-di-O-isopropylidene-L-rhamnopyranosyl-(1→6)-1,2,3,4-bis-(di-O-isopropylidene)-α-D-galactopyranoside

: 1391598-45-0
3,4,6-tri-O-acetyl-2-deoxy-2-o-trifluoromethylbenzylideneamino-α-D-glucopyranosyl-(1→4)-2,3-di-O-isopropylidene-L-rhamnopyranosyl-(1→6)-1,2,3,4-bis-(di-O-isopropylidene)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: Ni(4-F-PhCN)₄(OTf)₂ / dichloromethane / 14 h / 35 °C

2.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 0.33 h / -78 - 20 °C / Inert atmosphere

2.3: 0 - 35 °C / Inert atmosphere

With Ni(4-F-PhCN)₄(OTf)₂; In dichloromethane;
DOI:10.1021/jo301050q