1-O-acetyl-5-azido-5-deoxy-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose

Base Information

Chemical Name:1-O-acetyl-5-azido-5-deoxy-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose
CAS No.:630390-57-7
Molecular Formula:C₃₀H₃₁N₃O₆
Molecular Weight:529.593
Hs Code.:

Synonyms:1-O-acetyl-5-azido-5-deoxy-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose

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Chemical Property of 1-O-acetyl-5-azido-5-deoxy-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose

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Technology Process of 1-O-acetyl-5-azido-5-deoxy-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose

There total 6 articles about 1-O-acetyl-5-azido-5-deoxy-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose 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:

: Acetic acid (3aS,4R,6S,6aS)-2,2-dimethyl-6-((S)-1-trifluoromethanesulfonyloxy-2-trityloxy-ethyl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester

: 630390-57-7
1-O-acetyl-5-azido-5-deoxy-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1021/jo034673m

Reference yield:

: 7306-64-1
2,3:5,6-di-O-isopropylidene-L-gulonolactone

: 630390-57-7
1-O-acetyl-5-azido-5-deoxy-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / DIBAL / toluene; hexane / 2 h / -78 - 20 °C

2: 75 percent / pyridine

3: 80 percent / aq. AcOH / 2 h / 40 °C

4: 72 percent / pyridine / 36 h / 20 °C

5: pyridine / CH₂Cl₂ / 1 h / -25 - 25 °C

6: 1.87 g / NaN₃ / dimethylformamide / 18 h / 20 °C

With pyridine; sodium azide; diisobutylaluminium hydride; acetic acid; In hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo034673m

Reference yield:

: 94842-76-9
2,3:5,6-di-O-isopropylidene-α-D-mannofuranose

: 630390-57-7
1-O-acetyl-5-azido-5-deoxy-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / pyridine

2: 80 percent / aq. AcOH / 2 h / 40 °C

3: 72 percent / pyridine / 36 h / 20 °C

4: pyridine / CH₂Cl₂ / 1 h / -25 - 25 °C

5: 1.87 g / NaN₃ / dimethylformamide / 18 h / 20 °C

With pyridine; sodium azide; acetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo034673m