Benzyl 2-deoxy-4,6-O-isopropylidene-3-O-(2-tetradecylhexadecanoyl)-2-(2,2,2-trichloroethoxycarbonyl)amino-β-D-glucopyranoside

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Chemical Name:Benzyl 2-deoxy-4,6-O-isopropylidene-3-O-(2-tetradecylhexadecanoyl)-2-(2,2,2-trichloroethoxycarbonyl)amino-β-D-glucopyranoside
CAS No.:124727-98-6
Molecular Formula:C₄₉H₈₂Cl₃NO₈
Molecular Weight:919.551
Hs Code.:

Synonyms:Benzyl 2-deoxy-4,6-O-isopropylidene-3-O-(2-tetradecylhexadecanoyl)-2-(2,2,2-trichloroethoxycarbonyl)amino-β-D-glucopyranoside

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Chemical Property of Benzyl 2-deoxy-4,6-O-isopropylidene-3-O-(2-tetradecylhexadecanoyl)-2-(2,2,2-trichloroethoxycarbonyl)amino-β-D-glucopyranoside

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Technology Process of Benzyl 2-deoxy-4,6-O-isopropylidene-3-O-(2-tetradecylhexadecanoyl)-2-(2,2,2-trichloroethoxycarbonyl)amino-β-D-glucopyranoside

There total 2 articles about Benzyl 2-deoxy-4,6-O-isopropylidene-3-O-(2-tetradecylhexadecanoyl)-2-(2,2,2-trichloroethoxycarbonyl)amino-β-D-glucopyranoside 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: 97.0%

: 66880-77-1
2-tetradecylhexadecanoic acid

: 124710-43-6
Benzyl 2-deoxy-4,6-O-isopropylidene-2-(2,2,2-trichloroethoxycarbonyl)amino-β-D-glucopyranoside

: 124727-98-6
Benzyl 2-deoxy-4,6-O-isopropylidene-3-O-(2-tetradecylhexadecanoyl)-2-(2,2,2-trichloroethoxycarbonyl)amino-β-D-glucopyranoside

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,2-dichloro-ethane; Ambient temperature;
DOI:10.1016/0008-6215(91)80013-D

Reference yield:

: 102794-17-2
benzyl 2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

: 124727-98-6
Benzyl 2-deoxy-4,6-O-isopropylidene-3-O-(2-tetradecylhexadecanoyl)-2-(2,2,2-trichloroethoxycarbonyl)amino-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / sat. NaHCO₃ / CH₂Cl₂; H₂O / 2 h / Ambient temperature

2: 97 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 4-dimethylaminopyridine / 1,2-dichloro-ethane / Ambient temperature

With dmap; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1016/0008-6215(91)80013-D

Reference yield:

: 124727-98-6
Benzyl 2-deoxy-4,6-O-isopropylidene-3-O-(2-tetradecylhexadecanoyl)-2-(2,2,2-trichloroethoxycarbonyl)amino-β-D-glucopyranoside

: 2-Deoxy-4-O-(diphenoxyphosphinyl)-2-dodecanamido-3-O-(2-tetradecylhexadecanoyl)-D-glucopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: 3.5 g / 80percent aq. acetic acid / 3 h / 50 °C

2: 52 percent / 1,1,3,3-tetramethylurea / CH₂Cl₂ / Ambient temperature

3: 4-dimethylaminopyridine, pyridine / CH₂Cl₂ / Ambient temperature

4: 1.8 g / zinc dust, acetic acid / 3 h / 60 °C

5: 85 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / Ambient temperature

6: 60 percent / H₂ / 10percent Pd/C / ethanol / Ambient temperature

With pyridine; dmap; hydrogen; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tetramethylurea; zinc; palladium on activated charcoal; In ethanol; dichloromethane;
DOI:10.1016/0008-6215(91)80013-D