methyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside

Base Information

Chemical Name:methyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside
CAS No.:22595-95-5
Molecular Formula:C₁₆H₂₁NO₅
Molecular Weight:307.346
Hs Code.:

Synonyms:methyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside

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Technology Process of methyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside

There total 7 articles about methyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside 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: 91.0%

: 866332-88-9
Imidazole-1-carbothioic acid O-((4aR,6S,7R,8R,8aS)-7-acetylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl) ester

: 22595-95-5
methyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside

Guidance literature:: With tri-n-butyl-tin hydride; In toluene; Heating;
DOI:10.1016/j.tetlet.2005.07.081

Reference yield: 77.0%

: 25541-56-4
methyl 2-acetylamino-2,3-dideoxy-α-D-ribo-hexopyranoside

: 1125-88-8
benzaldehyde dimethyl acetal

: 22595-95-5
methyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 75 ℃; for 3h;
DOI:10.1016/0008-6215(83)88112-9

Reference yield:

: 88295-36-7
1-O-Methyl-2-N-acetylamino-2-deoxy-4,6-O-benzyliden-α,β-D-glucopyranosid

: 22595-95-5
methyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 1.) -20 deg C -> -5 deg C, 1 h; 2.) -5 de C, 1.5 h

2: 1.) 50 percent sodium hydride; 2.) sodium benzenethioxide / 1.) mineral oil, N,N-dimethylformamide, 2 h, r.t.; 2.) N,N-dimethylformamide, 0 deg C -> r.t., 12 h

3: 67 percent / hydrogen / Raney nickel / methanol / 3 h / Ambient temperature

4: 77 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 3 h / 75 °C

With hydrogen; sodium thiophenolate; sodium hydride; toluene-4-sulfonic acid; nickel; In pyridine; methanol; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)88112-9