methyl 3,5,6-tri-O-benzoyl-2-deoxy-2-fluoro-4-C-hydroxymethyl-β-D-arabinofuranoside

Base Information

Chemical Name:methyl 3,5,6-tri-O-benzoyl-2-deoxy-2-fluoro-4-C-hydroxymethyl-β-D-arabinofuranoside
CAS No.:374782-59-9
Molecular Formula:C₂₈H₂₅FO₈
Molecular Weight:508.5
Hs Code.:

Synonyms:methyl 3,5,6-tri-O-benzoyl-2-deoxy-2-fluoro-4-C-hydroxymethyl-β-D-arabinofuranoside

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Chemical Property of methyl 3,5,6-tri-O-benzoyl-2-deoxy-2-fluoro-4-C-hydroxymethyl-β-D-arabinofuranoside

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Technology Process of methyl 3,5,6-tri-O-benzoyl-2-deoxy-2-fluoro-4-C-hydroxymethyl-β-D-arabinofuranoside

There total 9 articles about methyl 3,5,6-tri-O-benzoyl-2-deoxy-2-fluoro-4-C-hydroxymethyl-β-D-arabinofuranoside 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: 95.0%

: 98-88-4
benzoyl chloride

: 374782-57-7
methyl 2-deoxy-2-fluoro-4-C-hydroxymethyl-β-D-arabinofuranoside

: 374782-59-9
methyl 3,5,6-tri-O-benzoyl-2-deoxy-2-fluoro-4-C-hydroxymethyl-β-D-arabinofuranoside

Guidance literature:: With pyridine; at 20 ℃; for 24h;
DOI:10.1081/NCN-100105249

Reference yield:

: 136315-44-1
2-Deoxy-2-fluoro-1-O-methyl-β-D-arabinofuranose

: 374782-59-9
methyl 3,5,6-tri-O-benzoyl-2-deoxy-2-fluoro-4-C-hydroxymethyl-β-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 3.2 g / KOH / tetrahydrofuran / Heating

2: 70 percent / H₂; pyridine / Pd/C / methanol; acetic acid / 22 h / 2585.74 Torr

3: 90 percent / 4 Angstroem molecular sieves; pyridinium chlorochromate / CH₂Cl₂ / 3 h

4: 2.11 g / tetrahydrofuran; H₂O / 16 h / 20 °C

5: 77 percent / H₂ / Pd/C / methanol; acetic acid / 24 h / 2585.74 Torr

6: 95 percent / pyridine / 24 h / 20 °C

With pyridine; potassium hydroxide; 4 A molecular sieve; hydrogen; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid;
DOI:10.1081/NCN-100105249

Reference yield:

: 374782-53-3
(2S,3R,4S,5R)-3-Benzyloxy-4-fluoro-5-methoxy-tetrahydro-furan-2-carbaldehyde

: 374782-59-9
methyl 3,5,6-tri-O-benzoyl-2-deoxy-2-fluoro-4-C-hydroxymethyl-β-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 2.11 g / tetrahydrofuran; H₂O / 16 h / 20 °C

2: 77 percent / H₂ / Pd/C / methanol; acetic acid / 24 h / 2585.74 Torr

3: 95 percent / pyridine / 24 h / 20 °C

With pyridine; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; water; acetic acid;
DOI:10.1081/NCN-100105249