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

Base Information

Chemical Name:methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(5-iodooctafluoro-3-oxapentane sulfonate)-β-D-mannopyranoside
CAS No.:839730-37-9
Molecular Formula:C₂₁H₂₃F₈IO₁₀S
Molecular Weight:746.365
Hs Code.:

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

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Chemical Property of methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(5-iodooctafluoro-3-oxapentane sulfonate)-β-D-mannopyranoside

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Technology Process of methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(5-iodooctafluoro-3-oxapentane sulfonate)-β-D-mannopyranoside

There total 4 articles about methyl 4,6-O-benzylidene-3-O-ethoxymethyl-2-(5-iodooctafluoro-3-oxapentane 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: 77.0%

: 839730-36-8
methyl 4,6-O-benzylidene-3-O-ethoxymethyl-β-D-mannopyranoside

: 66137-74-4
5-iodooctafluoro-3-oxapentanesulfonyl fluoride

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

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; for 0.75h;
DOI:10.1002/anie.200603394

Reference yield:

: 839730-36-8
methyl 4,6-O-benzylidene-3-O-ethoxymethyl-β-D-mannopyranoside

: 5-iodo-3-oxaoctafluoropentanesulfonic acid

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

Guidance literature:: methyl 4,6-O-benzylidene-3-O-ethoxymethyl-β-D-mannopyranoside; With sodium hexamethyldisilazane; In tetrahydrofuran; for 0.0833333h;

5-iodo-3-oxaoctafluoropentanesulfonic acid; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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