methyl-2,4,6-tridesoxy-3-O-p-nitrobenzoyl-4-trifluoroacetamido-β-L-arabino-hexopyranoside

Base Information

Chemical Name:methyl-2,4,6-tridesoxy-3-O-p-nitrobenzoyl-4-trifluoroacetamido-β-L-arabino-hexopyranoside
CAS No.:114517-96-3
Molecular Formula:C₁₆H₁₇F₃N₂O₇
Molecular Weight:406.315
Hs Code.:

Synonyms:methyl-2,4,6-tridesoxy-3-O-p-nitrobenzoyl-4-trifluoroacetamido-β-L-arabino-hexopyranoside

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Chemical Property of methyl-2,4,6-tridesoxy-3-O-p-nitrobenzoyl-4-trifluoroacetamido-β-L-arabino-hexopyranoside

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Technology Process of methyl-2,4,6-tridesoxy-3-O-p-nitrobenzoyl-4-trifluoroacetamido-β-L-arabino-hexopyranoside

There total 7 articles about methyl-2,4,6-tridesoxy-3-O-p-nitrobenzoyl-4-trifluoroacetamido-β-L-arabino-hexopyranoside 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: 85.0%

: 122-04-3
4-nitro-benzoyl chloride

: 114517-90-7
methyl-2,4,6-tridesoxy-4-trifluoroacetamido-β-L-arabino-hexopyranoside

: 114517-96-3
methyl-2,4,6-tridesoxy-3-O-p-nitrobenzoyl-4-trifluoroacetamido-β-L-arabino-hexopyranoside

Guidance literature:: In pyridine; at 0 ℃; for 3h;
DOI:10.1016/0008-6215(87)80044-7

Reference yield:

: 62346-15-0
methyl 2,6-dideoxy-β-L-lyxo-hexopyranoside

: 114517-96-3
methyl-2,4,6-tridesoxy-3-O-p-nitrobenzoyl-4-trifluoroacetamido-β-L-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) oxyde de dibutyletain; 2.) iodure de tetrabutylammonium / 1.) benzene, reflux, 16 h; 2.) reflux, 6 h

2: 60 percent / pyridine / 48 h, r. t. then 48 h, r. t.

3: 97 percent / azoture de sodium / dimethylformamide / 18 h / 100 °C

4: triethylamine, H₂ / 10 percent Pd-C / ethanol / 1.5 h / 750.06 Torr

5: triethylamine / CH₂Cl₂ / 0.25 h / Ambient temperature

6: 88 percent / H₂ / Pd-C / ethanol / 24 h / 750.06 Torr

7: 85 percent / pyridine / 3 h / 0 °C

With azoture de sodium; oxyde de dibutyletain; hydrogen; tetra-(n-butyl)ammonium iodide; triethylamine; palladium on activated charcoal; In pyridine; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80044-7

Reference yield:

: 114517-88-3
(2S,3S,4S,6S)-4-Benzyloxy-6-methoxy-2-methyl-tetrahydro-pyran-3-ylamine

: 114517-96-3
methyl-2,4,6-tridesoxy-3-O-p-nitrobenzoyl-4-trifluoroacetamido-β-L-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / CH₂Cl₂ / 0.25 h / Ambient temperature

2: 88 percent / H₂ / Pd-C / ethanol / 24 h / 750.06 Torr

3: 85 percent / pyridine / 3 h / 0 °C

With hydrogen; triethylamine; palladium on activated charcoal; In pyridine; ethanol; dichloromethane;
DOI:10.1016/0008-6215(87)80044-7