1-{(1S)-1-[6-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)-1H-benzimidazol-2-yl]ethyl}pyrimidin-2(1H)-one

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Chemical Name:1-{(1S)-1-[6-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)-1H-benzimidazol-2-yl]ethyl}pyrimidin-2(1H)-one
CAS No.:1346171-03-6
Molecular Formula:C₂₅H₂₇N₅O₂
Molecular Weight:429.522
Hs Code.:

Synonyms:1-{(1S)-1-[6-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)-1H-benzimidazol-2-yl]ethyl}pyrimidin-2(1H)-one

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Chemical Property of 1-{(1S)-1-[6-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)-1H-benzimidazol-2-yl]ethyl}pyrimidin-2(1H)-one

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Technology Process of 1-{(1S)-1-[6-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)-1H-benzimidazol-2-yl]ethyl}pyrimidin-2(1H)-one

There total 14 articles about 1-{(1S)-1-[6-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)-1H-benzimidazol-2-yl]ethyl}pyrimidin-2(1H)-one 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:

: 1346171-55-8
tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-({2-[(1S)-1-(2-oxopyrimidin-1(2H)-yl)ethyl]-1H-benzimidazol-6-yl}methyl)pyrrolidine-1-carboxylate

: 1346171-03-6
1-{(1S)-1-[6-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)-1H-benzimidazol-2-yl]ethyl}pyrimidin-2(1H)-one

Guidance literature:: With trifluoroacetic acid; In water; acetonitrile; at 70 ℃; for 3h;

Reference yield:

: 1190391-62-8
(2R)-2-[(S)-hydroxy(phenyl)methyl]hex-5-ynoic acid

: 1346171-03-6
1-{(1S)-1-[6-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)-1H-benzimidazol-2-yl]ethyl}pyrimidin-2(1H)-one

Guidance literature:: Multi-step reaction with 12 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 4.17 h / 20 °C / Inert atmosphere

2.1: triethylamine; diphenyl phosphoryl azide / toluene / 5 h / 20 °C / Inert atmosphere

2.2: 16 h / 105 °C / Inert atmosphere

3.1: triethylamine; copper(l) iodide / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

4.1: pyrrolidine / N,N-dimethyl-formamide / 3 h / 80 °C

4.2: 3 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C

5.2: 0 - 20 °C

6.1: triethylamine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

7.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / methanol / 2585.81 Torr

8.1: acetic acid; 4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one / 2 h / 0 °C / Inert atmosphere

9.1: zinc; acetic acid / 1 h / Inert atmosphere

10.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / Inert atmosphere

11.1: acetic acid / 1 h / 100 °C / Inert atmosphere

12.1: trifluoroacetic acid / acetonitrile; water / 3 h / 70 °C

With pyrrolidine; hydrogenchloride; copper(l) iodide; 1-hydroxy-7-aza-benzotriazole; diphenyl phosphoryl azide; 4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; zinc; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 1190391-66-2
4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-6-(4-nitrophenyl)-5-oxo-1-phenylhexan-2-yl)carbamate

: 1346171-03-6
1-{(1S)-1-[6-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)-1H-benzimidazol-2-yl]ethyl}pyrimidin-2(1H)-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C

1.2: 0 - 20 °C

2.1: triethylamine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / methanol / 2585.81 Torr

4.1: acetic acid; 4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one / 2 h / 0 °C / Inert atmosphere

5.1: zinc; acetic acid / 1 h / Inert atmosphere

6.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / Inert atmosphere

7.1: acetic acid / 1 h / 100 °C / Inert atmosphere

8.1: trifluoroacetic acid / acetonitrile; water / 3 h / 70 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; 4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one; hydrogen; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; zinc; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;