1-(Methyl 2-O-cyclohexylcarbamoyl-6-deoxy-3,4-O-ethylidene-α-D-altropyranosido-6-yl)-4-perfluorohexyl-1,2,3-triazole

Base Information

Chemical Name:1-(Methyl 2-O-cyclohexylcarbamoyl-6-deoxy-3,4-O-ethylidene-α-D-altropyranosido-6-yl)-4-perfluorohexyl-1,2,3-triazole
CAS No.:291541-54-3
Molecular Formula:C₂₄H₂₇F₁₃N₄O₆
Molecular Weight:714.481
Hs Code.:

Synonyms:1-(Methyl 2-O-cyclohexylcarbamoyl-6-deoxy-3,4-O-ethylidene-α-D-altropyranosido-6-yl)-4-perfluorohexyl-1,2,3-triazole

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Chemical Property of 1-(Methyl 2-O-cyclohexylcarbamoyl-6-deoxy-3,4-O-ethylidene-α-D-altropyranosido-6-yl)-4-perfluorohexyl-1,2,3-triazole

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Technology Process of 1-(Methyl 2-O-cyclohexylcarbamoyl-6-deoxy-3,4-O-ethylidene-α-D-altropyranosido-6-yl)-4-perfluorohexyl-1,2,3-triazole

There total 6 articles about 1-(Methyl 2-O-cyclohexylcarbamoyl-6-deoxy-3,4-O-ethylidene-α-D-altropyranosido-6-yl)-4-perfluorohexyl-1,2,3-triazole 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: 69.0%

: 291541-50-9
1-[Methyl 2-O-cyclohexylcarbamoyl-6-deoxy-3,4-O-(2,2,2-trichloroethylidene)-α-D-altropyranosido-6-yl]-4-perfluorohexyl-1,2,3-triazole

: 291541-54-3
1-(Methyl 2-O-cyclohexylcarbamoyl-6-deoxy-3,4-O-ethylidene-α-D-altropyranosido-6-yl)-4-perfluorohexyl-1,2,3-triazole

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 75 ℃; for 10h;
DOI:10.1016/S0022-1139(00)00212-8

Reference yield:

: 63967-41-9
perfluorohexyl aldehyde

: 291541-54-3
1-(Methyl 2-O-cyclohexylcarbamoyl-6-deoxy-3,4-O-ethylidene-α-D-altropyranosido-6-yl)-4-perfluorohexyl-1,2,3-triazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: BuLi / tetrahydrofuran; hexane / 0.5 h / 20 °C / Irradiation

1.2: 58 percent / tetrahydrofuran; hexane / 0.5 h / 20 °C

2.1: 40 percent / toluene / 32 h / Heating

3.1: 69 percent / Bu₃SnH; AIBN / toluene / 10 h / 75 °C

With n-butyllithium; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In tetrahydrofuran; hexane; toluene; 1.1: Metallation / 1.2: Condensation / 2.1: Cycloaddition / 3.1: Reduction;
DOI:10.1016/S0022-1139(00)00212-8

Reference yield:

: 159493-47-7
Methyl 2-O-(Cyclohexylcarbamoyl)-3,4-O-(2,2,2-trichloroethylidene)-α-D-altropyranoside

: 291541-54-3
1-(Methyl 2-O-cyclohexylcarbamoyl-6-deoxy-3,4-O-ethylidene-α-D-altropyranosido-6-yl)-4-perfluorohexyl-1,2,3-triazole

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / PPh₃; imidazole; I₂ / toluene / 0.58 h / Heating

2: 97 percent / NaN₃ / dimethylformamide / 3 h / 120 °C

3: 40 percent / toluene / 32 h / Heating

4: 69 percent / Bu₃SnH; AIBN / toluene / 10 h / 75 °C

With 1H-imidazole; sodium azide; 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; triphenylphosphine; In N,N-dimethyl-formamide; toluene; 1: Substitution / 2: Substitution / 3: Cycloaddition / 4: Reduction;
DOI:10.1016/S0022-1139(00)00212-8