3-O-(2-bromomethyl)benzyl-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

Base Information

Chemical Name:3-O-(2-bromomethyl)benzyl-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose
CAS No.:848347-55-7
Molecular Formula:C₂₀H₂₇BrO₆
Molecular Weight:443.335
Hs Code.:

Synonyms:3-O-(2-bromomethyl)benzyl-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

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Chemical Property of 3-O-(2-bromomethyl)benzyl-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

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Technology Process of 3-O-(2-bromomethyl)benzyl-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

There total 1 articles about 3-O-(2-bromomethyl)benzyl-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose 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: 91.0%

: 25018-67-1
1,2;4,5-di-O-isopropylidene-β-D-(-)-fructopyranose

: 91-13-4
α,α'-dibromo-o-xylene

: 848347-55-7
3-O-(2-bromomethyl)benzyl-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

Guidance literature:: α,α'-dibromo-o-xylene; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

1,2;4,5-di-O-isopropylidene-β-D-(-)-fructopyranose; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1021/ol052668u

Reference yield: 87.0%

: 848347-55-7
3-O-(2-bromomethyl)benzyl-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

: 848347-56-8
3-O-(2-bromomethyl)benzyl-1,2-O-isopropylidene-β-D-fructopyranose

Guidance literature:: With acetic acid; In water; at 45 ℃; for 2h;
DOI:10.1021/ol052668u

Reference yield:

: 848347-55-7
3-O-(2-bromomethyl)benzyl-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

: 59920-31-9
2,5-dideoxy-2,5-imino-D-mannitol

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / acetic acid / H₂O / 2 h / 45 °C

2: 93 percent / NaH / dimethylformamide / 0.25 h / 20 °C

3: 98 percent / PPh₃; imidazole; I₂ / toluene / 16 h / 80 °C

4: 91 percent / HMPA; NaN₃ / 12 h / 80 °C

5: 98 percent / trifluoroacetic acid / H₂O / 0.5 h / 20 °C

6: 95 percent / HCl; hydrogen / Pd/C / methanol; H₂O / 24 h / 3000.24 Torr

With 1H-imidazole; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium azide; hydrogen; iodine; sodium hydride; acetic acid; triphenylphosphine; trifluoroacetic acid; palladium on activated charcoal; In methanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol052668u