methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(6-oxa-4,4,5,5,7,7,8,8-octafluoro-octanoic acid-8-sulfonate)-β-D-mannopyranoside

Base Information

Chemical Name:methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(6-oxa-4,4,5,5,7,7,8,8-octafluoro-octanoic acid-8-sulfonate)-β-D-mannopyranoside
CAS No.:839730-42-6
Molecular Formula:C₂₄H₂₈F₈O₁₂S
Molecular Weight:692.532
Hs Code.:

Synonyms:methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(6-oxa-4,4,5,5,7,7,8,8-octafluoro-octanoic acid-8-sulfonate)-β-D-mannopyranoside

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Chemical Property of methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(6-oxa-4,4,5,5,7,7,8,8-octafluoro-octanoic acid-8-sulfonate)-β-D-mannopyranoside

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Technology Process of methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(6-oxa-4,4,5,5,7,7,8,8-octafluoro-octanoic acid-8-sulfonate)-β-D-mannopyranoside

There total 4 articles about methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(6-oxa-4,4,5,5,7,7,8,8-octafluoro-octanoic acid-8-sulfonate)-β-D-mannopyranoside 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: 38.0%

: 839730-37-9
methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(5-iodooctafluoro-3-oxapentane sulfonate)-β-D-mannopyranoside

: 79-10-7
acrylic acid

: 839730-42-6
methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(6-oxa-4,4,5,5,7,7,8,8-octafluoro-octanoic acid-8-sulfonate)-β-D-mannopyranoside

Guidance literature:: With sodium dithionite; sodium hydrogencarbonate; In water; acetonitrile; at 20 ℃; for 0.5h;
DOI:10.1002/anie.200603394

Reference yield:

: 839730-33-5
methyl 4,6-O-benzylidene-3-O-ethoxymethyl-β-D-glucopyranoside

: 839730-42-6
methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(6-oxa-4,4,5,5,7,7,8,8-octafluoro-octanoic acid-8-sulfonate)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 20 g / Ac₂O / dimethylsulfoxide / 24 h / 20 °C

2: 76 percent / NaBH₄ / methanol / -20 - 25 °C

3: 77 percent / sodium 1,1,1,3,3,3-hexamethyldisilazide / tetrahydrofuran / 0.75 h

4: 38 percent / NaHCO₃; Na₂S₂O₄ / acetonitrile; H₂O / 0.5 h / 20 °C

With sodium tetrahydroborate; sodium dithionite; sodium hexamethyldisilazane; acetic anhydride; sodium hydrogencarbonate; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1002/anie.200603394

Reference yield:

: 839730-34-6
methyl 4,6-O-benzylidene-3-ethoxymethyl-2-keto-β-D-glucopyranoside

: 839730-42-6
methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(6-oxa-4,4,5,5,7,7,8,8-octafluoro-octanoic acid-8-sulfonate)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / NaBH₄ / methanol / -20 - 25 °C

2: 77 percent / sodium 1,1,1,3,3,3-hexamethyldisilazide / tetrahydrofuran / 0.75 h

3: 38 percent / NaHCO₃; Na₂S₂O₄ / acetonitrile; H₂O / 0.5 h / 20 °C

With sodium tetrahydroborate; sodium dithionite; sodium hexamethyldisilazane; sodium hydrogencarbonate; In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1002/anie.200603394