2,3,5,6-tetradeoxy-1-O-(4-nitrobenzoyl)-3,5-bis(trifluoracetamido)-L-lyxo-hexofuranose

Base Information

Chemical Name:2,3,5,6-tetradeoxy-1-O-(4-nitrobenzoyl)-3,5-bis(trifluoracetamido)-L-lyxo-hexofuranose
CAS No.:85315-20-4
Molecular Formula:C₁₇H₁₅F₆N₃O₇
Molecular Weight:487.312
Hs Code.:

Synonyms:

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Chemical Property of 2,3,5,6-tetradeoxy-1-O-(4-nitrobenzoyl)-3,5-bis(trifluoracetamido)-L-lyxo-hexofuranose

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Technology Process of 2,3,5,6-tetradeoxy-1-O-(4-nitrobenzoyl)-3,5-bis(trifluoracetamido)-L-lyxo-hexofuranose

There total 8 articles about 2,3,5,6-tetradeoxy-1-O-(4-nitrobenzoyl)-3,5-bis(trifluoracetamido)-L-lyxo-hexofuranose 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: 66.7%

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

: 2,3,5,6-tetradeoxy-3,5-bis(trifluoracetamido)-L-lyxo-hexofuranose

: 85315-20-4
2,3,5,6-tetradeoxy-1-O-(4-nitrobenzoyl)-3,5-bis(trifluoracetamido)-L-lyxo-hexofuranose

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1016/0008-6215(83)88308-6

Reference yield:

: 78841-82-4
methyl 2,3-anhydro-β-D-mannofuranoside

: 85315-20-4
2,3,5,6-tetradeoxy-1-O-(4-nitrobenzoyl)-3,5-bis(trifluoracetamido)-L-lyxo-hexofuranose

Guidance literature:: Multi-step reaction with 11 steps

1: 59 percent / pyridine / 5 h / -5 °C

2: 89.5 percent / 4 M methanolic sodium methoxide / CHCl₃ / 0.5 h / Ambient temperature

3: 83.4 percent / sodium borohydride / H₂O / 5 h / 55 - 60 °C

4: 89 percent / pyridine / 48 h / Ambient temperature

5: LiAlH₄ / diethyl ether / 60 h / -20 - -10 °C

6: pyridine / 3 h / Ambient temperature

7: 61.4 percent / sodium azide / dimethylformamide / 1 h / 120 °C

8: hydrogen / 10percent Pd-C / ethanol / 2 h / Ambient temperature

9: 80 percent / pyridine / 0.25 h / Ambient temperature

10: 63 percent / 75percent aq. acetic acid / 5 h / Heating

11: 66.7 percent / pyridine / Ambient temperature

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; hydrogen; sodium methylate; acetic acid; palladium on activated charcoal; In diethyl ether; ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)88308-6

Reference yield:

: 85315-13-5
methyl 2,3-anhydro-6-deoxy-5-O-p-tolylsulfonyl-β-D-mannofuranoside

: 85315-20-4
2,3,5,6-tetradeoxy-1-O-(4-nitrobenzoyl)-3,5-bis(trifluoracetamido)-L-lyxo-hexofuranose

Guidance literature:: Multi-step reaction with 7 steps

1: LiAlH₄ / diethyl ether / 60 h / -20 - -10 °C

2: pyridine / 3 h / Ambient temperature

3: 61.4 percent / sodium azide / dimethylformamide / 1 h / 120 °C

4: hydrogen / 10percent Pd-C / ethanol / 2 h / Ambient temperature

5: 80 percent / pyridine / 0.25 h / Ambient temperature

6: 63 percent / 75percent aq. acetic acid / 5 h / Heating

7: 66.7 percent / pyridine / Ambient temperature

With pyridine; lithium aluminium tetrahydride; sodium azide; hydrogen; acetic acid; palladium on activated charcoal; In diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)88308-6