(R,S)-1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(3-hydroxy-piperidin-1-ylmethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

Base Information

Chemical Name:(R,S)-1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(3-hydroxy-piperidin-1-ylmethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester
CAS No.:1383717-92-7
Molecular Formula:C₃₉H₄₂N₄O₅
Molecular Weight:646.786
Hs Code.:

(R,S)-1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(3-hydroxy-piperidin-1-ylmethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

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Chemical Property of (R,S)-1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(3-hydroxy-piperidin-1-ylmethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

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Technology Process of (R,S)-1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(3-hydroxy-piperidin-1-ylmethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

There total 15 articles about (R,S)-1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(3-hydroxy-piperidin-1-ylmethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester 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: 74.0%

: 1383717-92-7
(R,S)-1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(3-hydroxy-piperidin-1-ylmethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

Guidance literature:

Reference yield:

: 6859-99-0
3-hydroxypiperazine

: 1383717-90-5
1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-(4-methanesulfonyloxy-methyl-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

: 1383717-92-7
(R,S)-1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(3-hydroxy-piperidin-1-ylmethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/jm401536b

Reference yield:

: 100-39-0
benzyl bromide

: 1383717-92-7
(R,S)-1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(3-hydroxy-piperidin-1-ylmethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium carbonate / acetonitrile

2.1: n-butyllithium / tetrahydrofuran

3.1: palladium on activated charcoal; hydrogen / ethanol / 20 °C / 760.05 Torr

3.2: 0.25 h / 20 °C

3.3: 3 h / Reflux

4.1: nitric acid; acetic acid / 0.5 h / 70 °C

5.1: tin(II) chloride dihdyrate; hydrogenchloride / ethanol / 3 h / 80 °C

6.1: tert.-butylnitrite; trimethylsilylazide / acetonitrile / 13 h / 0 - 20 °C

7.1: chloro(pentamethylcyclopentadienyl)ruthenium(II) tetramer / N,N-dimethyl-formamide / 12 h / 20 °C

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

9.1: triethylamine / dichloromethane / 12.5 h / 0 - 20 °C

10.1: triethylamine / N,N-dimethyl-formamide / 20 °C

With hydrogenchloride; n-butyllithium; tert.-butylnitrite; tin(II) chloride dihdyrate; chloro(pentamethylcyclopentadienyl)ruthenium(II) tetramer; trimethylsilylazide; palladium on activated charcoal; tetrabutyl ammonium fluoride; hydrogen; nitric acid; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 7.1: |Huisgen Cycloaddition;
DOI:10.1021/jm401536b