3-O-benzyl-6,7-dideoxy-1:2-O-isopropylidene-7-(phthalimido)-α-D-xylo-heptofuranos-5-ulose

Base Information

• Chemical Name: 3-O-benzyl-6,7-dideoxy-1:2-O-isopropylidene-7-(phthalimido)-α-D-xylo-heptofuranos-5-ulose
• CAS No.: 725707-71-1
• Molecular Formula: C₂₅H₂₅NO₇
• Molecular Weight: 451.476

Synonyms:3-O-benzyl-6,7-dideoxy-1:2-O-isopropylidene-7-(phthalimido)-α-D-xylo-heptofuranos-5-ulose

Chemical Property of 3-O-benzyl-6,7-dideoxy-1:2-O-isopropylidene-7-(phthalimido)-α-D-xylo-heptofuranos-5-ulose

Chemical Property:

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Technology Process of 3-O-benzyl-6,7-dideoxy-1:2-O-isopropylidene-7-(phthalimido)-α-D-xylo-heptofuranos-5-ulose

There total 1 articles about 3-O-benzyl-6,7-dideoxy-1:2-O-isopropylidene-7-(phthalimido)-α-D-xylo-heptofuranos-5-ulose 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: 87.0%

[1-((3aR,5S,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-vinyloxy]-trimethyl-silane (128359-86-4) + O-phthalimidomethyl trichloroacetamidate (616883-83-1) → 3-O-benzyl-6,7-dideoxy-1:2-O-isopropylidene-7-(phthalimido)-α-D-xylo-heptofuranos-5-ulose (725707-71-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tet.2004.04.011

Reference yield: 66.0%

3-O-benzyl-6,7-dideoxy-1:2-O-isopropylidene-7-(phthalimido)-α-D-xylo-heptofuranos-5-ulose (725707-71-1) → 7-amino-3-O-benzyl-6,7-dideoxy-1:2-O-isopropylidene-α-D-xylo-heptofuranos-5-ulose hydrazone

Guidance literature:

With hydrazine hydrate; In methanol; for 1h; Heating;

DOI:10.1016/j.tet.2004.04.011

upstream raw materials:

[1-((3aR,5S,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-vinyloxy]-trimethyl-silane

O-phthalimidomethyl trichloroacetamidate

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