ethyl 1,2-O-isopropylidene-3-O-benzyl-5-nitromethyl-5,8-dideoxy-β-L-ido-heptofuranuronate

Base Information

• Chemical Name: ethyl 1,2-O-isopropylidene-3-O-benzyl-5-nitromethyl-5,8-dideoxy-β-L-ido-heptofuranuronate
• CAS No.: 1071912-14-5
• Molecular Formula: C₂₀H₂₇NO₈
• Molecular Weight: 409.436

Synonyms:ethyl 1,2-O-isopropylidene-3-O-benzyl-5-nitromethyl-5,8-dideoxy-β-L-ido-heptofuranuronate

Chemical Property of ethyl 1,2-O-isopropylidene-3-O-benzyl-5-nitromethyl-5,8-dideoxy-β-L-ido-heptofuranuronate

Chemical Property:

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Technology Process of ethyl 1,2-O-isopropylidene-3-O-benzyl-5-nitromethyl-5,8-dideoxy-β-L-ido-heptofuranuronate

There total 3 articles about ethyl 1,2-O-isopropylidene-3-O-benzyl-5-nitromethyl-5,8-dideoxy-β-L-ido-heptofuranuronate 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%

nitromethane (75-52-5) + (1R,2R,3S,4R)-ethyl [3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco]heptfuran-5-enuronate (404353-42-0) → ethyl 1,2-O-isopropylidene-3-O-benzyl-5-nitromethyl-5,8-dideoxy-β-L-ido-heptofuranuronate (1071912-14-5)

Guidance literature:

With potassium carbonate; In ethanol; for 5h; Heating;

DOI:10.1016/j.tet.2008.07.049

Reference yield: 87.0%

nitromethane (75-52-5) + ethyl (E)-[3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco]-heptofuran-5-en-uronate (108788-49-4) → (1R,2R,3S,4R,5R)-ethyl [3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-nitromethyl]-β-L-ido-heptofuranurnate + ethyl 1,2-O-isopropylidene-3-O-benzyl-5-nitromethyl-5,8-dideoxy-β-L-ido-heptofuranuronate (1071912-14-5)

Guidance literature:

With potassium carbonate; In ethanol; for 5h; Heating;

DOI:10.1016/j.tet.2008.07.049

Reference yield:

nitromethane (75-52-5) + ethyl (Z)-[3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco]-heptofuran-5-en-uronate (108788-48-3) → ethyl 1,2-O-isopropylidene-3-O-benzyl-5-nitromethyl-5,8-dideoxy-β-L-ido-heptofuranuronate (1071912-14-5)

Guidance literature:

With potassium carbonate; In ethanol; for 5h; Heating;

DOI:10.1016/j.tet.2008.07.049

upstream raw materials:

nitromethane

ethyl (Z)-[3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco]-heptofuran-5-en-uronate

ethyl (E)-[3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco]-heptofuran-5-en-uronate

(1R,2R,3S,4R)-ethyl [3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco]heptfuran-5-enuronate

Downstream raw materials:

1,2-O-isopropylidene-3-O-benzyl-5,6-dideoxy-5-nitromethyl-β-L-ido-hepto-1,4-furanose

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