methyl 2-C-acetylmethyl-4,6-O-benzylidene-2,3-dideoxy-3-nitro-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 2-C-acetylmethyl-4,6-O-benzylidene-2,3-dideoxy-3-nitro-α-D-mannopyranoside
• CAS No.: 66008-39-7
• Molecular Formula: C₁₇H₂₁NO₇
• Molecular Weight: 351.356

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

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

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

There total 4 articles about methyl 2-C-acetylmethyl-4,6-O-benzylidene-2,3-dideoxy-3-nitro-α-D-mannopyranoside 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: 89.0%

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 2-C-acetylmethyl-4,6-O-benzylidene-2,3-dideoxy-3-nitro-α-D-mannopyranoside (66008-39-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 21 ℃; for 1h;

DOI:10.1246/bcsj.53.2322

Reference yield: 75.0%

methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-nitro-α-D-erythro-hex-2-enopyranoside (66008-34-2) → methyl 2-C-acetylmethyl-4,6-O-benzylidene-2,3-dideoxy-3-nitro-α-D-mannopyranoside (66008-39-7) + methyl 2-C-acetylmethyl-4,6-O-benzylidene-2,3-dideoxy-3-nitro-α-D-glucopyranoside (75917-40-7) + methyl 4,6-O-benzylidene-3-deoxy-3-C-nitro-α-D-glucopyranoside

Guidance literature:

With sodium hydroxide; acetone; at 21 ℃; for 2h; Title compound not separated from byproducts;

DOI:10.1246/bcsj.53.2322

Reference yield: 75.0%

methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-nitro-α-D-erythro-hex-2-enopyranoside (66008-34-2) + acetone (67-64-1) → methyl 2-C-acetylmethyl-4,6-O-benzylidene-2,3-dideoxy-3-nitro-α-D-mannopyranoside (66008-39-7) + methyl 2-C-acetylmethyl-4,6-O-benzylidene-2,3-dideoxy-3-nitro-α-D-glucopyranoside (75917-40-7) + methyl 4,6-O-benzylidene-3-deoxy-3-C-nitro-α-D-glucopyranoside

Guidance literature:

With sodium hydroxide; at 21 ℃; for 2h;

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

acetone

acetylacetone

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