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

Base Information

Chemical Name:dimethyl 2,6-anhydro-3,4-di-O-benzoyl-5-O-mesyl-D-glycero-L-manno-heptarate
CAS No.:656224-18-9
Molecular Formula:C₂₄H₂₄O₁₂S
Molecular Weight:536.513
Hs Code.:

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

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

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

There total 9 articles about dimethyl 2,6-anhydro-3,4-di-O-benzoyl-5-O-mesyl-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:

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

: 656224-18-9
dimethyl 2,6-anhydro-3,4-di-O-benzoyl-5-O-mesyl-D-glycero-L-manno-heptarate

Guidance literature:: Multi-step reaction with 3 steps

1: aq. CF₃CO₂H / CHCl₃ / 0.5 h / 20 °C

2: pyridine / 2 h / -40 °C

3: pyridine / 3 h / 20 °C

With pyridine; trifluoroacetic acid; In chloroform;
DOI:10.1002/anie.200352718

Reference yield:

: 124-63-0
methanesulfonyl chloride

: (2R,3R,4S,5R,6S)-3,4-Bis-benzoyloxy-5-hydroxy-tetrahydro-pyran-2,6-dicarboxylic acid dimethyl ester

: 656224-18-9
dimethyl 2,6-anhydro-3,4-di-O-benzoyl-5-O-mesyl-D-glycero-L-manno-heptarate

Guidance literature:: With pyridine; at 20 ℃; for 3h;
DOI:10.1002/anie.200352718

Reference yield:

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

: 656224-18-9
dimethyl 2,6-anhydro-3,4-di-O-benzoyl-5-O-mesyl-D-glycero-L-manno-heptarate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 7.4 g / HCl / 2 h / 20 °C

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

3.1: 6.65 g / HCl / 2 h / 20 °C

4.1: 83 percent / H₂SO₄ / 4 h / 20 °C

5.1: 90 percent / pyridine / 12 h / 20 °C

6.1: trifluoroacetic acid / CHCl₃; H₂O / 0.5 h / 20 °C

6.2: pyridine / 2 h / -40 °C

6.3: 53 percent / pyridine / 3 h / 20 °C

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