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benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-2-oximino-α-D-arabino-hexapyranoside

Base Information
  • Chemical Name:benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-2-oximino-α-D-arabino-hexapyranoside
  • CAS No.:127542-65-8
  • Molecular Formula:C21H23NO5
  • Molecular Weight:369.417
  • Hs Code.:
benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-2-oximino-α-D-arabino-hexapyranoside

Synonyms:benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-2-oximino-α-D-arabino-hexapyranoside

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Chemical Property of benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-2-oximino-α-D-arabino-hexapyranoside
Chemical Property:
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Technology Process of benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-2-oximino-α-D-arabino-hexapyranoside

There total 8 articles about benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-2-oximino-α-D-arabino-hexapyranoside 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:
Guidance literature:
With sodium hydroxide; hydroxylamine hydrochloride; In methanol; water; Ambient temperature; pH=7;
DOI:10.1021/jo00299a044
Guidance literature:
Multi-step reaction with 7 steps
1: 36 percent / p-toluenesulfonic acid monohydrate / acetonitrile / 1.25 h / Ambient temperature
2: 1. NaH 2. (p-tolylsulfonyl)imidazole / 1. mineral oil, DMF, 2 h 2. 1 h
3: 2. pyridine / 1. THF, Et2O, 8 days heating 2. 18 h, room temperature
4: 92 percent / sodium methoxide / methanol / 20 h / Ambient temperature
5: 15.2 g / trifluoroacetic anhydride, methylsulfoxide / CH2Cl2 / 1.5 h / -60 °C
6: 80 percent / triethylamine / dimethylformamide / 20 h / Ambient temperature
7: 100 percent / hydroxylamine hydrochloride, NaOH / H2O; methanol / Ambient temperature; pH=7
With pyridine; sodium hydroxide; NaH 2. (p-tolylsulfonyl)imidazole; hydroxylamine hydrochloride; sodium methylate; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00299a044
Guidance literature:
Multi-step reaction with 7 steps
1: 36 percent / p-toluenesulfonic acid monohydrate / acetonitrile / 1.25 h / Ambient temperature
2: 1. NaH 2. (p-tolylsulfonyl)imidazole / 1. mineral oil, DMF, 2 h 2. 1 h
3: 2. pyridine / 1. THF, Et2O, 8 days heating 2. 18 h, room temperature
4: 92 percent / sodium methoxide / methanol / 20 h / Ambient temperature
5: 15.2 g / trifluoroacetic anhydride, methylsulfoxide / CH2Cl2 / 1.5 h / -60 °C
6: 80 percent / triethylamine / dimethylformamide / 20 h / Ambient temperature
7: 100 percent / hydroxylamine hydrochloride, NaOH / H2O; methanol / Ambient temperature; pH=7
With pyridine; sodium hydroxide; NaH 2. (p-tolylsulfonyl)imidazole; hydroxylamine hydrochloride; sodium methylate; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00299a044
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