3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-C-(methoxycarbonyl)-6-nitro-α-D-glucofuranose

Base Information

• Chemical Name: 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-C-(methoxycarbonyl)-6-nitro-α-D-glucofuranose
• CAS No.: 1380312-66-2
• Molecular Formula: C₁₈H₂₃NO₈
• Molecular Weight: 381.383

Synonyms:3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-C-(methoxycarbonyl)-6-nitro-α-D-glucofuranose

Chemical Property of 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-C-(methoxycarbonyl)-6-nitro-α-D-glucofuranose

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Technology Process of 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-C-(methoxycarbonyl)-6-nitro-α-D-glucofuranose

There total 1 articles about 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-C-(methoxycarbonyl)-6-nitro-α-D-glucofuranose 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: 82.0%

methanol (67-56-1) + 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-6-nitro-5-C-[tris(phenylthio)methyl]-α-D-glucofuranose (1380312-65-1) → 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-C-(methoxycarbonyl)-6-nitro-α-D-glucofuranose (1380312-66-2)

Guidance literature:

With boron trifluoride diethyl etherate; water; mercury(II) oxide; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201200103

Reference yield: 65.0%

methanol (67-56-1) + 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-C-(methoxycarbonyl)-6-nitro-α-D-glucofuranose (1380312-66-2) → methyl 3-O-benzyl-5-deoxy-1-O-methyl-5-nitromethyl-β-D-glucohexofuranosiduronate + methyl 3-O-benzyl-5-deoxy-1-O-methyl-5-nitromethyl-α-D-glucohexofuranosiduronate

Guidance literature:

With acetyl chloride; In methanol; at 0 ℃; for 14h; Inert atmosphere;

DOI:10.1016/j.tet.2019.130837

Reference yield:

3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-C-(methoxycarbonyl)-6-nitro-α-D-glucofuranose (1380312-66-2) → C15H19NO8

Guidance literature:

With trifluoroacetic acid; In water; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1002/ejoc.201200103

upstream raw materials:

methanol

3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-6-nitro-5-C-[tris(phenylthio)methyl]-α-D-glucofuranose

Downstream raw materials:

methyl (1R,2R,3S,4S,5S,6R)-3-(benzyloxy)-2,4,5-trihydroxy-6-nitrocyclohexanecarboxylate

methyl (1R,2R,3S,4S,5R,6R)-3-(benzyloxy)-2,4,5-trihydroxy-6-nitrocyclohexanecarboxylate

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