methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(20-oxa-18,18,19,19,21,21,22,22-octafluoro-16-iodo-docosanoic acid-22-sulfonate)-β-D-mannopyranoside

Base Information

Chemical Name:methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(20-oxa-18,18,19,19,21,21,22,22-octafluoro-16-iodo-docosanoic acid-22-sulfonate)-β-D-mannopyranoside
CAS No.:839730-43-7
Molecular Formula:C₃₈H₅₅F₈IO₁₂S
Molecular Weight:1014.81
Hs Code.:

methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(20-oxa-18,18,19,19,21,21,22,22-octafluoro-16-iodo-docosanoic acid-22-sulfonate)-β-D-mannopyranoside

Synonyms:methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(20-oxa-18,18,19,19,21,21,22,22-octafluoro-16-iodo-docosanoic acid-22-sulfonate)-β-D-mannopyranoside

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Chemical Property of methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(20-oxa-18,18,19,19,21,21,22,22-octafluoro-16-iodo-docosanoic acid-22-sulfonate)-β-D-mannopyranoside

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Technology Process of methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(20-oxa-18,18,19,19,21,21,22,22-octafluoro-16-iodo-docosanoic acid-22-sulfonate)-β-D-mannopyranoside

There total 4 articles about methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(20-oxa-18,18,19,19,21,21,22,22-octafluoro-16-iodo-docosanoic acid-22-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: 17.0%

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

: 65119-97-3
heptadec-16-enoic acid

: 839730-43-7
methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(20-oxa-18,18,19,19,21,21,22,22-octafluoro-16-iodo-docosanoic acid-22-sulfonate)-β-D-mannopyranoside

Guidance literature:: With sodium dithionite; sodium hydrogencarbonate; In water; acetonitrile; at 20 ℃; for 1h;
DOI:10.1002/anie.200603394

Reference yield:

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

: 839730-43-7
methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(20-oxa-18,18,19,19,21,21,22,22-octafluoro-16-iodo-docosanoic acid-22-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: 17 percent / NaHCO₃; Na₂S₂O₄ / acetonitrile; H₂O / 1 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

: 839730-43-7
methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(20-oxa-18,18,19,19,21,21,22,22-octafluoro-16-iodo-docosanoic acid-22-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: 17 percent / NaHCO₃; Na₂S₂O₄ / acetonitrile; H₂O / 1 h / 20 °C

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