tert-butyl ((1r,4r)-4-(3-(4-cyanophenoxy)-5-hydroxybenzamido)cyclohexyl)carbamate

Base Information

Chemical Name:tert-butyl ((1r,4r)-4-(3-(4-cyanophenoxy)-5-hydroxybenzamido)cyclohexyl)carbamate
CAS No.:1611482-16-6
Molecular Formula:C₂₅H₂₉N₃O₅
Molecular Weight:451.522
Hs Code.:

Synonyms:tert-butyl ((1r,4r)-4-(3-(4-cyanophenoxy)-5-hydroxybenzamido)cyclohexyl)carbamate

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Chemical Property of tert-butyl ((1r,4r)-4-(3-(4-cyanophenoxy)-5-hydroxybenzamido)cyclohexyl)carbamate

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Technology Process of tert-butyl ((1r,4r)-4-(3-(4-cyanophenoxy)-5-hydroxybenzamido)cyclohexyl)carbamate

There total 4 articles about tert-butyl ((1r,4r)-4-(3-(4-cyanophenoxy)-5-hydroxybenzamido)cyclohexyl)carbamate 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: 55.0%

: 1256593-56-2
3-(4-cyanophenoxy)-5-hydroxybenzoic acid

: 177906-48-8
trans-N-Boc-1,4-cyclohexanediamine

: 1611482-16-6
tert-butyl ((1r,4r)-4-(3-(4-cyanophenoxy)-5-hydroxybenzamido)cyclohexyl)carbamate

Guidance literature:: 3-(4-cyanophenoxy)-5-hydroxybenzoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 5 ℃; for 0.166667h;

trans-N-Boc-1,4-cyclohexanediamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmc.2014.04.013

Reference yield:

: 1194-02-1,143234-87-1
4-fluorobenzonitrile

: 1611482-16-6
tert-butyl ((1r,4r)-4-(3-(4-cyanophenoxy)-5-hydroxybenzamido)cyclohexyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 20 °C

1.2: 6 h / 45 °C

2.1: lithium hydroxide; water / 2 h

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.17 h / 5 °C

3.2: 20 °C

With water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2014.04.013

Reference yield:

: 1256593-18-6
ethyl 3-(4-cyanophenoxy)-5-hydroxybenzoate

: 1611482-16-6
tert-butyl ((1r,4r)-4-(3-(4-cyanophenoxy)-5-hydroxybenzamido)cyclohexyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hydroxide; water / 2 h

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.17 h / 5 °C

2.2: 20 °C

With water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2014.04.013