(+)-3-Benzyloxy-6-bromo-5-tert-butyldiphenylsiloxy-1,2-isopropylidenedioxy-6-deoxy-α-D-allofuranose

Base Information

Chemical Name:(+)-3-Benzyloxy-6-bromo-5-tert-butyldiphenylsiloxy-1,2-isopropylidenedioxy-6-deoxy-α-D-allofuranose
CAS No.:145741-55-5
Molecular Formula:C₃₂H₃₉BrO₅Si
Molecular Weight:611.648
Hs Code.:

Synonyms:(+)-3-Benzyloxy-6-bromo-5-tert-butyldiphenylsiloxy-1,2-isopropylidenedioxy-6-deoxy-α-D-allofuranose

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Chemical Property of (+)-3-Benzyloxy-6-bromo-5-tert-butyldiphenylsiloxy-1,2-isopropylidenedioxy-6-deoxy-α-D-allofuranose

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Technology Process of (+)-3-Benzyloxy-6-bromo-5-tert-butyldiphenylsiloxy-1,2-isopropylidenedioxy-6-deoxy-α-D-allofuranose

There total 5 articles about (+)-3-Benzyloxy-6-bromo-5-tert-butyldiphenylsiloxy-1,2-isopropylidenedioxy-6-deoxy-α-D-allofuranose 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: 85.0%

: 145741-54-4
(+)-3-Benzyloxy-6-bromo-1,2-isopropylidenedioxy-6-deoxy-α-D-allofuranose

: 58479-61-1
tert-butylchlorodiphenylsilane

: 145741-55-5
(+)-3-Benzyloxy-6-bromo-5-tert-butyldiphenylsiloxy-1,2-isopropylidenedioxy-6-deoxy-α-D-allofuranose

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; for 17h; Ambient temperature;
DOI:10.1039/P19920002625

Reference yield:

: 14686-89-6
(1,2:5,6)-di-O-isopropylidene-D-gulose

: 145741-55-5
(+)-3-Benzyloxy-6-bromo-5-tert-butyldiphenylsiloxy-1,2-isopropylidenedioxy-6-deoxy-α-D-allofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: 1) NaH, 2) tetrabutylammonium iodide / 1) THF, r.t., 45 min, 2) reflux, 1 h

2: conc. HCl / H₂O; methanol / 23 h / Ambient temperature

3: 71 percent / CBr₄, triphenylphosphine, pyridine / 0.15 h / 60 °C

4: 85 percent / imidazole, DMAP / CH₂Cl₂ / 17 h / Ambient temperature

With pyridine; 1H-imidazole; hydrogenchloride; dmap; carbon tetrabromide; tetra-(n-butyl)ammonium iodide; sodium hydride; triphenylphosphine; In methanol; dichloromethane; water;
DOI:10.1039/P19920002625

Reference yield:

: 57099-04-4
3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose

: 145741-55-5
(+)-3-Benzyloxy-6-bromo-5-tert-butyldiphenylsiloxy-1,2-isopropylidenedioxy-6-deoxy-α-D-allofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / CBr₄, triphenylphosphine, pyridine / 0.15 h / 60 °C

2: 85 percent / imidazole, DMAP / CH₂Cl₂ / 17 h / Ambient temperature

With pyridine; 1H-imidazole; dmap; carbon tetrabromide; triphenylphosphine; In dichloromethane;
DOI:10.1039/P19920002625