dimethyl 2,6-anhydro-3-O-benzoyl-4,5-O-isopropylidene-D-glycero-L-manno-heptarate

Base Information

Chemical Name:dimethyl 2,6-anhydro-3-O-benzoyl-4,5-O-isopropylidene-D-glycero-L-manno-heptarate
CAS No.:656224-16-7
Molecular Formula:C₁₉H₂₂O₉
Molecular Weight:394.378
Hs Code.:

Synonyms:dimethyl 2,6-anhydro-3-O-benzoyl-4,5-O-isopropylidene-D-glycero-L-manno-heptarate

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Chemical Property of dimethyl 2,6-anhydro-3-O-benzoyl-4,5-O-isopropylidene-D-glycero-L-manno-heptarate

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Technology Process of dimethyl 2,6-anhydro-3-O-benzoyl-4,5-O-isopropylidene-D-glycero-L-manno-heptarate

There total 6 articles about dimethyl 2,6-anhydro-3-O-benzoyl-4,5-O-isopropylidene-D-glycero-L-manno-heptarate 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: 90.0%

: 98-88-4
benzoyl chloride

: 656224-15-6
dimethyl 2,6-anhydro-4,5-O-isopropylidene-D-glycero-L-manno-heptarate

: 656224-16-7
dimethyl 2,6-anhydro-3-O-benzoyl-4,5-O-isopropylidene-D-glycero-L-manno-heptarate

Guidance literature:: With pyridine; at 20 ℃; for 12h;
DOI:10.1016/j.tetasy.2003.10.007

Reference yield:

: 57090-12-7
2,6-Anhydro-D-glycero-L-manno-heptonsaeure

: 656224-16-7
dimethyl 2,6-anhydro-3-O-benzoyl-4,5-O-isopropylidene-D-glycero-L-manno-heptarate

Guidance literature:: Multi-step reaction with 5 steps

1: 7.4 g / HCl / 2 h / 20 °C

2: NaHCO₃; KBr; n-Bu₄NCl / NaOCl; TEMPO / CH₂Cl₂ / 12 h / 0 °C

3: 6.65 g / HCl / 2 h / 20 °C

4: 83 percent / H₂SO₄ / 4 h / 20 °C

5: 90 percent / pyridine / 12 h / 20 °C

With pyridine; hydrogenchloride; sulfuric acid; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; potassium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; In dichloromethane;
DOI:10.1016/j.tetasy.2003.10.007

Reference yield:

: 57039-37-9
(2R,3R,45,5R,6R)-methyl 3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-carboxylate

: 656224-16-7
dimethyl 2,6-anhydro-3-O-benzoyl-4,5-O-isopropylidene-D-glycero-L-manno-heptarate

Guidance literature:: Multi-step reaction with 4 steps

1: NaHCO₃; KBr; n-Bu₄NCl / NaOCl; TEMPO / CH₂Cl₂ / 12 h / 0 °C

2: 6.65 g / HCl / 2 h / 20 °C

3: 83 percent / H₂SO₄ / 4 h / 20 °C

4: 90 percent / pyridine / 12 h / 20 °C

With pyridine; hydrogenchloride; sulfuric acid; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; potassium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; In dichloromethane;
DOI:10.1016/j.tetasy.2003.10.007