5-[(1R)-1,2-O-isopropylideneglycol-1-yl]-3-ethoxycarbonyl-1-benzyl-1,2,4-triazole

Base Information

Chemical Name:5-[(1R)-1,2-O-isopropylideneglycol-1-yl]-3-ethoxycarbonyl-1-benzyl-1,2,4-triazole
CAS No.:240125-13-7
Molecular Formula:C₁₇H₂₁N₃O₄
Molecular Weight:331.371
Hs Code.:

Synonyms:5-[(1R)-1,2-O-isopropylideneglycol-1-yl]-3-ethoxycarbonyl-1-benzyl-1,2,4-triazole

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Chemical Property of 5-[(1R)-1,2-O-isopropylideneglycol-1-yl]-3-ethoxycarbonyl-1-benzyl-1,2,4-triazole

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Technology Process of 5-[(1R)-1,2-O-isopropylideneglycol-1-yl]-3-ethoxycarbonyl-1-benzyl-1,2,4-triazole

There total 4 articles about 5-[(1R)-1,2-O-isopropylideneglycol-1-yl]-3-ethoxycarbonyl-1-benzyl-1,2,4-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: 64.0%

: 100-39-0
benzyl bromide

: 240125-12-6
5-[(1R)-1,2-O-isopropylideneglycol-1-yl]-3-ethoxycarbonyl-1,2,4-triazole

: 240125-13-7
5-[(1R)-1,2-O-isopropylideneglycol-1-yl]-3-ethoxycarbonyl-1-benzyl-1,2,4-triazole

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 60 ℃;
DOI:10.1016/S0040-4020(99)00499-8

Reference yield:

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 240125-13-7
5-[(1R)-1,2-O-isopropylideneglycol-1-yl]-3-ethoxycarbonyl-1-benzyl-1,2,4-triazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: 82 percent / KOH; KMnO₄ / H₂O / 3 h / 20 °C

2.1: ethyl chloroformate; Et₃N / tetrahydrofuran / 0.67 h / 0 °C

2.2: 71 percent / tetrahydrofuran / 5 h / 20 °C

3.1: 81 percent / xylene / 4 h / 180 °C

4.1: 64 percent / NaH / dimethylformamide / 60 °C

With potassium hydroxide; potassium permanganate; chloroformic acid ethyl ester; sodium hydride; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; xylene; 1.1: Oxidation / 2.1: Substitution / 2.2: Substitution / 3.1: Cyclization / 4.1: Substitution;
DOI:10.1016/S0040-4020(99)00499-8

Reference yield:

: 114746-70-2,62075-55-2
(R)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid

: 240125-13-7
5-[(1R)-1,2-O-isopropylideneglycol-1-yl]-3-ethoxycarbonyl-1-benzyl-1,2,4-triazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: ethyl chloroformate; Et₃N / tetrahydrofuran / 0.67 h / 0 °C

1.2: 71 percent / tetrahydrofuran / 5 h / 20 °C

2.1: 81 percent / xylene / 4 h / 180 °C

3.1: 64 percent / NaH / dimethylformamide / 60 °C

With chloroformic acid ethyl ester; sodium hydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; xylene; 1.1: Substitution / 1.2: Substitution / 2.1: Cyclization / 3.1: Substitution;
DOI:10.1016/S0040-4020(99)00499-8