(S)-2-Acetylamino-3-[4-(difluoro-phosphono-methyl)-phenyl]-propionic acid

Base Information

Chemical Name:(S)-2-Acetylamino-3-[4-(difluoro-phosphono-methyl)-phenyl]-propionic acid
CAS No.:150618-11-4
Molecular Formula:C₁₂H₁₄F₂NO₆P
Molecular Weight:337.217
Hs Code.:

Synonyms:

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Chemical Property of (S)-2-Acetylamino-3-[4-(difluoro-phosphono-methyl)-phenyl]-propionic acid

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Technology Process of (S)-2-Acetylamino-3-[4-(difluoro-phosphono-methyl)-phenyl]-propionic acid

There total 8 articles about (S)-2-Acetylamino-3-[4-(difluoro-phosphono-methyl)-phenyl]-propionic 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:

: 123993-20-4
N-tert.-butoxycarbonyl-(4-trifluoromethanesulfonyloxy)-L-phenylalanine benzyl ester

: 150618-11-4
(S)-2-Acetylamino-3-[4-(difluoro-phosphono-methyl)-phenyl]-propionic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 83 percent / (Ph₂PCH₂)2CH₂, TEA / Pd(OAc)2 / dimethylsulfoxide / 2 h / 70 °C / 760 Torr

2: 69 percent / nBu₄NF, molecular sieves / tetrahydrofuran / a) 0 deg C, 2 h, b) r.t., 16 h

3: 75 percent / (COCl)2 / DMF / CH₂Cl₂ / 4.5 h / 0 °C

4: 84 percent / toluene / 2.5 h / Ambient temperature

5: 69 percent / (diethylamino)sulfur trifluoride / 1 h / Ambient temperature

6: 97 percent / 4.0 M HCl in dioxane / 1 h / Ambient temperature

7: N-methyl morpholine / CH₂Cl₂

8: H₂ / Pd/C / tetrahydrofuran; ethanol / 4 h / Ambient temperature

9: TMS-Br, thioanisole, m-cresol / trifluoroacetic acid / a) 0 deg C, 14 h, b) r.t., 8 h

With 4-methyl-morpholine; hydrogenchloride; molecular sieve; oxalyl dichloride; trimethylsilyl bromide; diethylamino-sulfur trifluoride; methyl-phenyl-thioether; TEA; 1,3-bis-(diphenylphosphino)propane; tetrabutyl ammonium fluoride; hydrogen; 3-methyl-phenol; palladium diacetate; palladium on activated charcoal; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; toluene; trifluoroacetic acid;
DOI:10.1016/S0040-4039(00)73631-8

Reference yield:

: 150618-07-8
4-((S)-2-Benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-benzoic acid

: 150618-11-4
(S)-2-Acetylamino-3-[4-(difluoro-phosphono-methyl)-phenyl]-propionic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / (COCl)2 / DMF / CH₂Cl₂ / 4.5 h / 0 °C

2: 84 percent / toluene / 2.5 h / Ambient temperature

3: 69 percent / (diethylamino)sulfur trifluoride / 1 h / Ambient temperature

4: 97 percent / 4.0 M HCl in dioxane / 1 h / Ambient temperature

5: N-methyl morpholine / CH₂Cl₂

6: H₂ / Pd/C / tetrahydrofuran; ethanol / 4 h / Ambient temperature

7: TMS-Br, thioanisole, m-cresol / trifluoroacetic acid / a) 0 deg C, 14 h, b) r.t., 8 h

With 4-methyl-morpholine; hydrogenchloride; oxalyl dichloride; trimethylsilyl bromide; diethylamino-sulfur trifluoride; methyl-phenyl-thioether; hydrogen; 3-methyl-phenol; palladium on activated charcoal; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; dichloromethane; toluene; trifluoroacetic acid;
DOI:10.1016/S0040-4039(00)73631-8

Reference yield:

: (S)-2-Acetylamino-3-{4-[(diethoxy-phosphoryl)-difluoro-methyl]-phenyl}-propionic acid benzyl ester

: 150618-11-4
(S)-2-Acetylamino-3-[4-(difluoro-phosphono-methyl)-phenyl]-propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / tetrahydrofuran; ethanol / 4 h / Ambient temperature

2: TMS-Br, thioanisole, m-cresol / trifluoroacetic acid / a) 0 deg C, 14 h, b) r.t., 8 h

With trimethylsilyl bromide; methyl-phenyl-thioether; hydrogen; 3-methyl-phenol; palladium on activated charcoal; In tetrahydrofuran; ethanol; trifluoroacetic acid;
DOI:10.1016/S0040-4039(00)73631-8