1-chloro-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide

Base Information

Chemical Name:1-chloro-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide
CAS No.:337522-85-7
Molecular Formula:C₃₈H₃₄ClN₃O₂
Molecular Weight:600.16
Hs Code.:

Synonyms:1-chloro-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide

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Chemical Property of 1-chloro-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide

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Technology Process of 1-chloro-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide

There total 8 articles about 1-chloro-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide 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:

: 1-chloro-6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoic acid

: 74-89-5
methylamine

: 337522-85-7
1-chloro-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1016/j.bmc.2011.01.017

Reference yield:

: 15231-91-1
6-bromo-naphthalen-2-ol

: 337522-85-7
1-chloro-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: sulfuryl dichloride / diethyl ether / 1 h / 0 - 20 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C

2.2: 0 °C

3.1: n-butyllithium / tetrahydrofuran / 0.33 h / -70 °C

3.2: 0.83 h / -70 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C

5.1: pyridine / 1 h / 0 °C

6.1: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine / N,N-dimethyl-formamide / 14 h / 70 °C / 760.05 Torr

7.1: methanol; sodium hydroxide / tetrahydrofuran / 2 h / 60 °C

7.2: 0 °C

8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

With pyridine; 1H-imidazole; methanol; 1,1'-bis-(diphenylphosphino)ferrocene; n-butyllithium; sulfuryl dichloride; tetrabutyl ammonium fluoride; palladium diacetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.01.017

Reference yield:

: 337521-01-4
6-bromo-2-[(tert-butyldimethylsilyl)oxy]-1-chloronaphthalene

: 337522-85-7
1-chloro-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium / tetrahydrofuran / 0.33 h / -70 °C

1.2: 0.83 h / -70 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C

3.1: pyridine / 1 h / 0 °C

4.1: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine / N,N-dimethyl-formamide / 14 h / 70 °C / 760.05 Torr

5.1: methanol; sodium hydroxide / tetrahydrofuran / 2 h / 60 °C

5.2: 0 °C

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

With pyridine; methanol; 1,1'-bis-(diphenylphosphino)ferrocene; n-butyllithium; tetrabutyl ammonium fluoride; palladium diacetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.01.017