ethyl 3-O-benzoyl-5-deoxy-5-C-(hydroxymethyl)-1,2-O-isopropylidene-α-D-xylo-hept-5(Z)-enofuranuronate

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Chemical Name:ethyl 3-O-benzoyl-5-deoxy-5-C-(hydroxymethyl)-1,2-O-isopropylidene-α-D-xylo-hept-5(Z)-enofuranuronate
CAS No.:94744-83-9
Molecular Formula:C₂₀H₂₄O₈
Molecular Weight:392.406
Hs Code.:

Synonyms:ethyl 3-O-benzoyl-5-deoxy-5-C-(hydroxymethyl)-1,2-O-isopropylidene-α-D-xylo-hept-5(Z)-enofuranuronate

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Chemical Property of ethyl 3-O-benzoyl-5-deoxy-5-C-(hydroxymethyl)-1,2-O-isopropylidene-α-D-xylo-hept-5(Z)-enofuranuronate

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Technology Process of ethyl 3-O-benzoyl-5-deoxy-5-C-(hydroxymethyl)-1,2-O-isopropylidene-α-D-xylo-hept-5(Z)-enofuranuronate

There total 4 articles about ethyl 3-O-benzoyl-5-deoxy-5-C-(hydroxymethyl)-1,2-O-isopropylidene-α-D-xylo-hept-5(Z)-enofuranuronate 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: 81.0%

: 94799-92-5
ethyl 3-O-benzoyl-5-C-<<(tert-butyldimethylsilyl)oxy>methyl>-5-deoxy-1,2-O-isopropylidene-α-D-xylo-hept-5(Z)-enofuranuronate

: 94744-83-9
ethyl 3-O-benzoyl-5-deoxy-5-C-(hydroxymethyl)-1,2-O-isopropylidene-α-D-xylo-hept-5(Z)-enofuranuronate

Guidance literature:: With ammonium fluoride; In methanol; water; for 3h; Heating;
DOI:10.1021/jo00350a062

Reference yield:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 94744-83-9
ethyl 3-O-benzoyl-5-deoxy-5-C-(hydroxymethyl)-1,2-O-isopropylidene-α-D-xylo-hept-5(Z)-enofuranuronate

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / pyridine / 1 h

2: 1.) CrO₃, pyridine, 2.) Ac₂O / 1.) CH₂Cl₂, 5 min, 2.) CH₂Cl₂, 1 h

3: 41 percent / acetonitrile / 2 h / Heating

4: 81 percent / NH₄F / H₂O; methanol / 3 h / Heating

With pyridine; chromium(VI) oxide; ammonium fluoride; acetic anhydride; In methanol; water; acetonitrile;
DOI:10.1021/jo00350a062

Reference yield:

: 94744-82-8
3-O-benzoyl-1,2-O-isopropylidene-6-O-(tert-butyldimethylsilyl)-α-D-xylo-hexofuran-5-ulose

: 94744-83-9
ethyl 3-O-benzoyl-5-deoxy-5-C-(hydroxymethyl)-1,2-O-isopropylidene-α-D-xylo-hept-5(Z)-enofuranuronate

Guidance literature:: Multi-step reaction with 2 steps

1: 41 percent / acetonitrile / 2 h / Heating

2: 81 percent / NH₄F / H₂O; methanol / 3 h / Heating

With ammonium fluoride; In methanol; water; acetonitrile;
DOI:10.1021/jo00350a062