6-O-Acetyl-4-O-cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

Base Information

Chemical Name:6-O-Acetyl-4-O-cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide
CAS No.:271588-04-6
Molecular Formula:C₁₇H₂₃Cl₃N₄O₇
Molecular Weight:501.751
Hs Code.:

Synonyms:6-O-Acetyl-4-O-cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

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Chemical Property of 6-O-Acetyl-4-O-cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

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Technology Process of 6-O-Acetyl-4-O-cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

There total 2 articles about 6-O-Acetyl-4-O-cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide 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: 89.0%

: 108-24-7
acetic anhydride

: 271588-02-4
endo-4-O-Cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

: 271588-04-6
6-O-Acetyl-4-O-cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

Guidance literature:: With pyridine; at 20 ℃; for 12h;
DOI:10.1055/s-2000-6250

Reference yield:

: 271588-03-5
endo-4-O-Cyclohexylcarbamoyl-6-O-formyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

: 271588-04-6
6-O-Acetyl-4-O-cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / Et₃N / methanol / 0.17 h / Heating

2: 89 percent / pyridine / 12 h / 20 °C

With pyridine; triethylamine; In methanol; 1: Substitution / 2: Acetylation;
DOI:10.1055/s-2000-6250

Reference yield:

: 271588-04-6
6-O-Acetyl-4-O-cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

: 1-(2,3-O-ethylidene-β-D-gulopyranosyl)-5-trifluoromethyl-4-phenyl-1,2,3-triazole

Guidance literature:: Multi-step reaction with 3 steps

1: toluene / 19 h / Heating

2: 93 percent / Bu₃SnH / AIBN / toluene / 2 h / 75 °C

3: 81 percent / NaOMe / methanol / 10 h / Heating

With tri-n-butyl-tin hydride; sodium methylate; 2,2'-azobis(isobutyronitrile); In methanol; toluene; 1: Cycloaddition / 2: Dehalogenation / 3: Deacetylation;