4-tert-Butoxycarbonylamino-piperidine-1-carboxylic acid (S)-1-{(S)-1-[(1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-(pyridin-2-ylsulfanyl)-butylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethyl ester

Base Information

Chemical Name:4-tert-Butoxycarbonylamino-piperidine-1-carboxylic acid (S)-1-{(S)-1-[(1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-(pyridin-2-ylsulfanyl)-butylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethyl ester
CAS No.:1053467-89-2
Molecular Formula:C₄₂H₆₃N₅O₇S
Molecular Weight:782.058
Hs Code.:

4-tert-Butoxycarbonylamino-piperidine-1-carboxylic acid (S)-1-{(S)-1-[(1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-(pyridin-2-ylsulfanyl)-butylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethyl ester

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Chemical Property of 4-tert-Butoxycarbonylamino-piperidine-1-carboxylic acid (S)-1-{(S)-1-[(1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-(pyridin-2-ylsulfanyl)-butylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethyl ester

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Technology Process of 4-tert-Butoxycarbonylamino-piperidine-1-carboxylic acid (S)-1-{(S)-1-[(1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-(pyridin-2-ylsulfanyl)-butylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethyl ester

There total 11 articles about 4-tert-Butoxycarbonylamino-piperidine-1-carboxylic acid (S)-1-{(S)-1-[(1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-(pyridin-2-ylsulfanyl)-butylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethyl 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:

: 2637-34-5,73018-10-7
2-Sulfanylpyridine

: 1053467-89-2
4-tert-Butoxycarbonylamino-piperidine-1-carboxylic acid (S)-1-{(S)-1-[(1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-(pyridin-2-ylsulfanyl)-butylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) sodium hydride / 1.) DMF, RT, 30 min, 2.) DMF, RT, 14 h

2: 96 percent / 4N HCl / methanol; dioxane / 1 h / Ambient temperature

3: N-methylmorpholine (NMM), 1-hydroxybenzotriazole (HOBt), N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCl) / dimethylformamide / 14 h / Ambient temperature

4: 4N HCl / methanol; dioxane / 1 h / Ambient temperature

5: N-methylmorpholine (NMM), 1-hydroxybenzotriazole (HOBt), N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCl) / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00097a010

Reference yield:

: 6404-28-0
Boc-Nle-OH

: 1053467-89-2
4-tert-Butoxycarbonylamino-piperidine-1-carboxylic acid (S)-1-{(S)-1-[(1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-(pyridin-2-ylsulfanyl)-butylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: N-methylmorpholine (NMM), 1-hydroxybenzotriazole (HOBt), N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCl) / dimethylformamide / 14 h / Ambient temperature

2: 4N HCl / methanol; dioxane / 1 h / Ambient temperature

3: N-methylmorpholine (NMM), 1-hydroxybenzotriazole (HOBt), N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCl) / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00097a010

Reference yield:

: 124577-55-5
(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-ethanol

: 1053467-89-2
4-tert-Butoxycarbonylamino-piperidine-1-carboxylic acid (S)-1-{(S)-1-[(1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-(pyridin-2-ylsulfanyl)-butylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / triethylamine / CH₂Cl₂ / 6 h / Ambient temperature

2: 1.) sodium hydride / 1.) DMF, RT, 30 min, 2.) DMF, RT, 14 h

3: 96 percent / 4N HCl / methanol; dioxane / 1 h / Ambient temperature

4: N-methylmorpholine (NMM), 1-hydroxybenzotriazole (HOBt), N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCl) / dimethylformamide / 14 h / Ambient temperature

5: 4N HCl / methanol; dioxane / 1 h / Ambient temperature

6: N-methylmorpholine (NMM), 1-hydroxybenzotriazole (HOBt), N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCl) / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00097a010