2,3:5,6-di[-O-(1-methylethylidene)]-N-(phenylmethylene)-α-D-mannofuranosylamine N-oxide

Base Information

• Chemical Name: 2,3:5,6-di[-O-(1-methylethylidene)]-N-(phenylmethylene)-α-D-mannofuranosylamine N-oxide
• CAS No.: 114987-90-5
• Molecular Formula: C₁₉H₂₅NO₆
• Molecular Weight: 363.411

Synonyms:2,3:5,6-di[-O-(1-methylethylidene)]-N-(phenylmethylene)-α-D-mannofuranosylamine N-oxide

Chemical Property of 2,3:5,6-di[-O-(1-methylethylidene)]-N-(phenylmethylene)-α-D-mannofuranosylamine N-oxide

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Technology Process of 2,3:5,6-di[-O-(1-methylethylidene)]-N-(phenylmethylene)-α-D-mannofuranosylamine N-oxide

There total 7 articles about 2,3:5,6-di[-O-(1-methylethylidene)]-N-(phenylmethylene)-α-D-mannofuranosylamine N-oxide 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: 99.0%

benzaldehyde (100-52-7) + N-((3aS,4S,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)hydroxylamine (159050-70-1) → C19H25NO6 (195863-83-3,114987-90-5)

Guidance literature:

DOI:10.1021/ol800925v

Reference yield: 97.0%

N-benzyl-N-hydroxy-2,3:5,6-di-O-isopropylidene-α-D-mannofuranosylamine → 2,3:5,6-di[-O-(1-methylethylidene)]-N-(phenylmethylene)-α-D-mannofuranosylamine N-oxide (114987-90-5)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1002/ejoc.200300353

Reference yield: 92.0%

N-Benzyl-N-[(3aS,4S,6R,6aS)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-hydroxylamine → [(3aS,4S,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl](phenylmeth-(Z)-ylidene)amine N-oxide (114987-90-5)

Guidance literature:

With mercury(II) oxide; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1080/00397919708007074

upstream raw materials:

2,3:5,6-di-O-isopropylidene-D-mannose oxime

benzaldehyde

2,3,5,6-di-O-isopropylidene-D-mannofuranose

N-benzyl hydroxylalmine

Downstream raw materials:

(1S)-dimethyl <(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)hydroxyamino>(phenyl)methylphosphonate

(1R)-dimethyl-<(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)hydroxyamino>(phenyl)methylphosphonate

C₂₅H₃₅NO₇

(3S,5S)-N-(2',3':5',6'-O-diisopropylidene-α-D-mannofuranosyl)-3-phenyl-5-(iodomethyl)isoxazolidine

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