(+/-)-4-(N-benzyloxycarbonyl-amino)-6,6-difluoro-3-oxo-2-triphenylphosphoranylidene-hexanenitrile

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Chemical Name:(+/-)-4-(N-benzyloxycarbonyl-amino)-6,6-difluoro-3-oxo-2-triphenylphosphoranylidene-hexanenitrile
CAS No.:252357-48-5
Molecular Formula:C₃₂H₂₇F₂N₂O₃P
Molecular Weight:556.549
Hs Code.:

Synonyms:(+/-)-4-(N-benzyloxycarbonyl-amino)-6,6-difluoro-3-oxo-2-triphenylphosphoranylidene-hexanenitrile

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Chemical Property of (+/-)-4-(N-benzyloxycarbonyl-amino)-6,6-difluoro-3-oxo-2-triphenylphosphoranylidene-hexanenitrile

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Technology Process of (+/-)-4-(N-benzyloxycarbonyl-amino)-6,6-difluoro-3-oxo-2-triphenylphosphoranylidene-hexanenitrile

There total 1 articles about (+/-)-4-(N-benzyloxycarbonyl-amino)-6,6-difluoro-3-oxo-2-triphenylphosphoranylidene-hexanenitrile 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:

: 43055-47-6
(α-cyanoethylidene)triphenylphosphorane

: (+/-)N-(benzyloxycarbonyl)-2-amino-4,4-difluorobutyric acid

: 252357-48-5
(+/-)-4-(N-benzyloxycarbonyl-amino)-6,6-difluoro-3-oxo-2-triphenylphosphoranylidene-hexanenitrile

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 26h;

Reference yield: 84.0%

: 252357-48-5
(+/-)-4-(N-benzyloxycarbonyl-amino)-6,6-difluoro-3-oxo-2-triphenylphosphoranylidene-hexanenitrile

: 252357-46-3
(R,S)-4-amino-6,6-difluoro-3-oxo-2-triphenylphosphoranylidene-hexanenitrile

Guidance literature:: With methanol; palladium 10% on activated carbon; ammonium acetate; at 20 ℃; for 0.5h;

Reference yield:

: 252357-48-5
(+/-)-4-(N-benzyloxycarbonyl-amino)-6,6-difluoro-3-oxo-2-triphenylphosphoranylidene-hexanenitrile

: 4-{(1S,2S)-1-[(S)-1-((R)-3,3-Difluoro-1-oxalyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-2-methyl-butylcarbamoyloxymethyl}-benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 80 percent / NH₄CO₂ / Pd/C / methanol

2.1: 80 percent / EDCI; HOBt / CH₂Cl₂

3.1: 87 percent / NH₄CO₂ / Pd/C / methanol

4.1: 55 percent / CH₂Cl₂

5.1: O₃ / CH₂Cl₂ / -78 °C

5.2: 21 percent / H₂O / tetrahydrofuran

6.1: 56 percent / 1N aq. NaOH / methanol

With sodium hydroxide; ammonium formate; benzotriazol-1-ol; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/S0960-894X(01)00843-5