(2R,4R)-1-[(S)-5-Benzyloxycarbonylamino-4,4-difluoro-2-(3-methyl-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

Base Information

Chemical Name:(2R,4R)-1-[(S)-5-Benzyloxycarbonylamino-4,4-difluoro-2-(3-methyl-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester
CAS No.:183679-14-3
Molecular Formula:C₃₂H₃₈F₂N₄O₇S
Molecular Weight:660.739
Hs Code.:

(2R,4R)-1-[(S)-5-Benzyloxycarbonylamino-4,4-difluoro-2-(3-methyl-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

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Chemical Property of (2R,4R)-1-[(S)-5-Benzyloxycarbonylamino-4,4-difluoro-2-(3-methyl-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

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Technology Process of (2R,4R)-1-[(S)-5-Benzyloxycarbonylamino-4,4-difluoro-2-(3-methyl-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

There total 9 articles about (2R,4R)-1-[(S)-5-Benzyloxycarbonylamino-4,4-difluoro-2-(3-methyl-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid 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:

: 153335-07-0
(S)-tert-butyl 5-(benzyloxycarbonylamino)-4,4-difluoro-1-hydroxypentan-2-ylcarbamate

: 183679-14-3
(2R,4R)-1-[(S)-5-Benzyloxycarbonylamino-4,4-difluoro-2-(3-methyl-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 50 percent / pyridinium dichromate / dimethylformamide / 16 h / 20 °C

2: 84 percent / 1-ethyl-3-(3-dimethylamino)propylcarbodiimide hydrochloride; HOBt; N-methylmorpholine / dimethylformamide / 0 - 20 °C

3: HCl / dioxane / 0 deg C, 0.5 h, 20 deg C, 4 h

4: Et₃N / CH₂Cl₂ / 2 h / 0 °C

With 4-methyl-morpholine; hydrogenchloride; dipyridinium dichromate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 1: Oxidation / 2: Acylation / 3: Hydrolysis / 4: Acylation;

Reference yield:

: 153335-06-9
4-(3-amino-2,2-difluoro-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 183679-14-3
(2R,4R)-1-[(S)-5-Benzyloxycarbonylamino-4,4-difluoro-2-(3-methyl-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / NaHCO₃ / ethyl acetate / 0.5 h / 0 °C

2: 96 percent / toluenesulfonic acid / methanol / 6 h / 50 °C

3: 50 percent / pyridinium dichromate / dimethylformamide / 16 h / 20 °C

4: 84 percent / 1-ethyl-3-(3-dimethylamino)propylcarbodiimide hydrochloride; HOBt; N-methylmorpholine / dimethylformamide / 0 - 20 °C

5: HCl / dioxane / 0 deg C, 0.5 h, 20 deg C, 4 h

6: Et₃N / CH₂Cl₂ / 2 h / 0 °C

With 4-methyl-morpholine; hydrogenchloride; dipyridinium dichromate; o-toluenesulfonic acid; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: Acylation / 2: Hydrolysis / 3: Oxidation / 4: Acylation / 5: Hydrolysis / 6: Acylation;

Reference yield:

: 153334-99-7
4-(2-carbamoyl-2,2-difluoro-ethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 183679-14-3
(2R,4R)-1-[(S)-5-Benzyloxycarbonylamino-4,4-difluoro-2-(3-methyl-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 0 deg C, 1 h, 20 deg C, 2 h

2: 70 percent / NaHCO₃ / ethyl acetate / 0.5 h / 0 °C

3: 96 percent / toluenesulfonic acid / methanol / 6 h / 50 °C

4: 50 percent / pyridinium dichromate / dimethylformamide / 16 h / 20 °C

5: 84 percent / 1-ethyl-3-(3-dimethylamino)propylcarbodiimide hydrochloride; HOBt; N-methylmorpholine / dimethylformamide / 0 - 20 °C

6: HCl / dioxane / 0 deg C, 0.5 h, 20 deg C, 4 h

7: Et₃N / CH₂Cl₂ / 2 h / 0 °C

With 4-methyl-morpholine; hydrogenchloride; dipyridinium dichromate; o-toluenesulfonic acid; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 1: Hydrogenation / 2: Acylation / 3: Hydrolysis / 4: Oxidation / 5: Acylation / 6: Hydrolysis / 7: Acylation;