(2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

Base Information

Chemical Name:(2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester
CAS No.:183679-13-2
Molecular Formula:C₂₇H₃₉F₂N₃O₇
Molecular Weight:555.619
Hs Code.:

(2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

Synonyms:(2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

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Chemical Property of (2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

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Technology Process of (2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

There total 9 articles about (2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-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: 84.0%

: 74892-82-3,42205-75-4
ethyl (2R-trans)-4-methylpiperidine-2-carboxylate

: 183679-12-1
5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoic acid

: 183679-13-2
(2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield:

: 95715-87-0
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

: 183679-13-2
(2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: Zn / tetrahydrofuran / 0 - 20 °C / ultrasound

2: tetrahydrofuran / 3 h / 80 °C

3: 79 percent / triethylsilane; benzoyl peroxide / 3 h / Heating

4: 86 percent / NH₃ / diethyl ether / 0.5 h / -78 °C

5: 98 percent / sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 0 deg C, 1 h, 20 deg C, 2 h

6: 70 percent / NaHCO₃ / ethyl acetate / 0.5 h / 0 °C

7: 96 percent / toluenesulfonic acid / methanol / 6 h / 50 °C

8: 50 percent / pyridinium dichromate / dimethylformamide / 16 h / 20 °C

9: 84 percent / 1-ethyl-3-(3-dimethylamino)propylcarbodiimide hydrochloride; HOBt; N-methylmorpholine / dimethylformamide / 0 - 20 °C

With 4-methyl-morpholine; triethylsilane; dipyridinium dichromate; o-toluenesulfonic acid; ammonia; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium bis(2-methoxyethoxy)aluminium dihydride; zinc; dibenzoyl peroxide; In tetrahydrofuran; methanol; diethyl ether; ethyl acetate; N,N-dimethyl-formamide; toluene; 1: Condensation / 2: Acylation / 3: oxidative cleavage / 4: Hydrogenolysis / 5: Hydrogenation / 6: Acylation / 7: Hydrolysis / 8: Oxidation / 9: Acylation;

Reference yield:

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

: 183679-13-2
(2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 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

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