1,2:4,5-di-O-isopropylidene-3-O-methyl-β-D-fructopyranose

Base Information

Chemical Name:1,2:4,5-di-O-isopropylidene-3-O-methyl-β-D-fructopyranose
CAS No.:139009-88-4
Molecular Formula:C₂₂H₃₀N₂O₈
Molecular Weight:450.489
Hs Code.:

1,2:4,5-di-O-isopropylidene-3-O-<N-(4-acetamidophenyl)carboxamido>methyl-β-D-fructopyranose

Synonyms:1,2:4,5-di-O-isopropylidene-3-O-methyl-β-D-fructopyranose

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Chemical Property of 1,2:4,5-di-O-isopropylidene-3-O-methyl-β-D-fructopyranose

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Technology Process of 1,2:4,5-di-O-isopropylidene-3-O-methyl-β-D-fructopyranose

There total 3 articles about 1,2:4,5-di-O-isopropylidene-3-O-methyl-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: 76.0%

: 139009-86-2
1,2:4,5-di-O-isopropylidene-3-O-carboxymethyl-β-D-fructopyranose

: 122-80-5
N-acetyl-p-phenylenediamine

: 139009-88-4
1,2:4,5-di-O-isopropylidene-3-O-methyl-β-D-fructopyranose

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; 1) 0-5 deg C, 1 h, 2) 25 deg C, 3 h;
DOI:10.1016/S0040-4020(01)80998-4

Reference yield:

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

: 139009-88-4
1,2:4,5-di-O-isopropylidene-3-O-methyl-β-D-fructopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 1) NaH / 1) THF, reflux, 0.5 h, 2) 0-5 deg C, 3 h, then 15 deg C, 16 h

2: 1N NaOH / 1.5 h / Heating

3: 76 percent / 4-(dimethylamino)pyridine, 1-ethyl-<3-(dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide; CH₂Cl₂ / 1) 0-5 deg C, 1 h, 2) 25 deg C, 3 h

With dmap; sodium hydroxide; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80998-4

Reference yield:

: 139009-85-1
1,2:4,5-di-O-isopropylidene-3-O-(ethoxycarbonyl)methyl-β-D-fructopyranose

: 139009-88-4
1,2:4,5-di-O-isopropylidene-3-O-methyl-β-D-fructopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 1N NaOH / 1.5 h / Heating

2: 76 percent / 4-(dimethylamino)pyridine, 1-ethyl-<3-(dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide; CH₂Cl₂ / 1) 0-5 deg C, 1 h, 2) 25 deg C, 3 h

With dmap; sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80998-4