methyl 4,6-O-benzylidene-2-C-diacetylmethyl-2,3-dideoxy-3-nitro-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-2-C-diacetylmethyl-2,3-dideoxy-3-nitro-α-D-glucopyranoside
• CAS No.: 75879-95-7
• Molecular Formula: C₁₉H₂₃NO₈
• Molecular Weight: 393.394

Synonyms:methyl 4,6-O-benzylidene-2-C-diacetylmethyl-2,3-dideoxy-3-nitro-α-D-glucopyranoside

Chemical Property of methyl 4,6-O-benzylidene-2-C-diacetylmethyl-2,3-dideoxy-3-nitro-α-D-glucopyranoside

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Technology Process of methyl 4,6-O-benzylidene-2-C-diacetylmethyl-2,3-dideoxy-3-nitro-α-D-glucopyranoside

There total 4 articles about methyl 4,6-O-benzylidene-2-C-diacetylmethyl-2,3-dideoxy-3-nitro-α-D-glucopyranoside 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: 75.0%

methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-nitro-α-D-erythro-hex-2-enopyranoside (66008-34-2) + acetylacetone (123-54-6,81235-32-7) → methyl 4,6-O-benzylidene-2-C-diacetylmethyl-2,3-dideoxy-3-nitro-α-D-glucopyranoside (75879-95-7)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 21 ℃; for 1h;

DOI:10.1246/bcsj.53.2322

Reference yield: 12.5%

3-((2R,4aR,6S,8aS)-6-Methoxy-8-nitro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-pentane-2,4-dione → methyl 4,6-O-benzylidene-2-C-diacetylmethyl-2,3-dideoxy-3-nitro-α-D-mannopyranoside (66008-38-6) + methyl 4,6-O-benzylidene-2-C-diacetylmethyl-2,3-dideoxy-3-nitro-α-D-glucopyranoside (75879-95-7) + methyl 2-C-acetylmethyl-4,6-O-benzylidene-2,3-dideoxy-3-nitro-α-D-altropyranoside

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 21 ℃; for 50h;

DOI:10.1246/bcsj.53.2322

Reference yield: 5.6%

3-((2R,4aR,6S,8aS)-6-Methoxy-8-nitro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-pentane-2,4-dione → methyl 4,6-O-benzylidene-2-C-diacetylmethyl-2,3-dideoxy-3-nitro-α-D-glucopyranoside (75879-95-7) + methyl 2-C-acetylmethyl-4,6-O-benzylidene-2,3-dideoxy-3-nitro-α-D-altropyranoside

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 21 ℃; for 50h;

DOI:10.1246/bcsj.53.2322

upstream raw materials:

methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-nitro-α-D-erythro-hex-2-enopyranoside

acetylacetone

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