5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoic acid

Base Information

Chemical Name:5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoic acid
CAS No.:183679-12-1
Molecular Formula:C₁₈H₂₄F₂N₂O₆
Molecular Weight:402.395
Hs Code.:

5-benzyloxycarbonylamino-2-<i>tert</i>-butoxycarbonylamino-4,4-difluoro-pentanoic acid

Synonyms:5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoic acid

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Chemical Property of 5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoic acid

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Technology Process of 5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoic acid

There total 8 articles about 5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoic acid 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: 50.0%

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

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

Guidance literature:: With dipyridinium dichromate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 8 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

With triethylsilane; dipyridinium dichromate; o-toluenesulfonic acid; ammonia; sodium hydrogencarbonate; 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;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With dipyridinium dichromate; o-toluenesulfonic acid; sodium hydrogencarbonate; In methanol; ethyl acetate; N,N-dimethyl-formamide; 1: Acylation / 2: Hydrolysis / 3: Oxidation;