methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(8-oxa-6,6,7,7,9,9,10,10-octafluoro-decanoic acid-10-sulfonate)-β-D-mannopyranoside

Base Information

Chemical Name:methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(8-oxa-6,6,7,7,9,9,10,10-octafluoro-decanoic acid-10-sulfonate)-β-D-mannopyranoside
CAS No.:839730-41-5
Molecular Formula:C₂₆H₃₂F₈O₁₂S
Molecular Weight:720.586
Hs Code.:

Synonyms:methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(8-oxa-6,6,7,7,9,9,10,10-octafluoro-decanoic acid-10-sulfonate)-β-D-mannopyranoside

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Chemical Property of methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(8-oxa-6,6,7,7,9,9,10,10-octafluoro-decanoic acid-10-sulfonate)-β-D-mannopyranoside

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Technology Process of methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(8-oxa-6,6,7,7,9,9,10,10-octafluoro-decanoic acid-10-sulfonate)-β-D-mannopyranoside

There total 5 articles about methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(8-oxa-6,6,7,7,9,9,10,10-octafluoro-decanoic acid-10-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: 27.0%

: 839730-40-4
methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(8-oxa-6,6,7,7,9,9,10,10-octafluoro-4-iodo-decanoic acid-10-sulfonate)-β-D-mannopyranoside

: 839730-41-5
methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(8-oxa-6,6,7,7,9,9,10,10-octafluoro-decanoic acid-10-sulfonate)-β-D-mannopyranoside

Guidance literature:: With acetic acid; zinc; In diethyl ether; for 3h; Heating;
DOI:10.1002/anie.200603394

Reference yield:

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

: 839730-41-5
methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(8-oxa-6,6,7,7,9,9,10,10-octafluoro-decanoic acid-10-sulfonate)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 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: 67 percent / NaHCO₃; Na₂S₂O₄ / acetonitrile; H₂O / 0.5 h / 20 °C

5: 27 percent / zinc; acetic acid / diethyl ether / 3 h / Heating

With sodium tetrahydroborate; sodium dithionite; sodium hexamethyldisilazane; acetic anhydride; sodium hydrogencarbonate; acetic acid; zinc; In tetrahydrofuran; methanol; diethyl ether; 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

: 839730-41-5
methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(8-oxa-6,6,7,7,9,9,10,10-octafluoro-decanoic acid-10-sulfonate)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 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: 67 percent / NaHCO₃; Na₂S₂O₄ / acetonitrile; H₂O / 0.5 h / 20 °C

4: 27 percent / zinc; acetic acid / diethyl ether / 3 h / Heating

With sodium tetrahydroborate; sodium dithionite; sodium hexamethyldisilazane; sodium hydrogencarbonate; acetic acid; zinc; In tetrahydrofuran; methanol; diethyl ether; water; acetonitrile;
DOI:10.1002/anie.200603394