1-O-benzoyl-2-C-(benzoyloxymethyl)-2,3:5,6-di-O-isopropylidene-D-mannofuranose

Base Information

Chemical Name:1-O-benzoyl-2-C-(benzoyloxymethyl)-2,3:5,6-di-O-isopropylidene-D-mannofuranose
CAS No.:93845-71-7
Molecular Formula:C₂₇H₃₀O₉
Molecular Weight:498.53
Hs Code.:

Synonyms:1-O-benzoyl-2-C-(benzoyloxymethyl)-2,3:5,6-di-O-isopropylidene-D-mannofuranose

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Chemical Property of 1-O-benzoyl-2-C-(benzoyloxymethyl)-2,3:5,6-di-O-isopropylidene-D-mannofuranose

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Technology Process of 1-O-benzoyl-2-C-(benzoyloxymethyl)-2,3:5,6-di-O-isopropylidene-D-mannofuranose

There total 4 articles about 1-O-benzoyl-2-C-(benzoyloxymethyl)-2,3:5,6-di-O-isopropylidene-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: 84.0%

: 98-88-4
benzoyl chloride

: (3aS,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3a-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol

: 93845-71-7
1-O-benzoyl-2-C-(benzoyloxymethyl)-2,3:5,6-di-O-isopropylidene-D-mannofuranose

Guidance literature:: With dmap; In pyridine; at 0 ℃; for 13h; Inert atmosphere;
DOI:10.1021/jo401041s

Reference yield: 78.0%

: 98-88-4
benzoyl chloride

: 91738-34-0
2-C-(hydroxymethyl)-2,3:5,6-di-O-isopropylidene-α-D-mannofuranose

: 93845-71-7
1-O-benzoyl-2-C-(benzoyloxymethyl)-2,3:5,6-di-O-isopropylidene-D-mannofuranose

Guidance literature:: With pyridine; for 12h; Ambient temperature;
DOI:10.1016/0008-6215(84)85201-5

Reference yield:

: 14131-84-1
2,3:5,6-di-O-isopropylidene-α-D-mannofuranose

: 93845-71-7
1-O-benzoyl-2-C-(benzoyloxymethyl)-2,3:5,6-di-O-isopropylidene-D-mannofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / potassium carbonate / H₂O; methanol / 48 h / 85 °C

2: 78 percent / pyridine / 12 h / Ambient temperature

With pyridine; potassium carbonate; In methanol; water;
DOI:10.1016/0008-6215(84)85201-5