L-Phenylalanine, N-[(2S)-3-[3-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]propyl]phenyl] -2-methyl-1-oxopropyl]-L-alanyl-D-alanyl-, methyl ester

Base Information

Chemical Name:L-Phenylalanine, N-[(2S)-3-[3-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]propyl]phenyl] -2-methyl-1-oxopropyl]-L-alanyl-D-alanyl-, methyl ester
CAS No.:873326-13-7
Molecular Formula:C34H48N4O7
Molecular Weight:624.778
Hs Code.:

L-Phenylalanine,
N-[(2S)-3-[3-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]propyl]phenyl]
-2-methyl-1-oxopropyl]-L-alanyl-D-alanyl-, methyl ester

Synonyms:

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Chemical Property of L-Phenylalanine, N-[(2S)-3-[3-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]propyl]phenyl] -2-methyl-1-oxopropyl]-L-alanyl-D-alanyl-, methyl ester

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Technology Process of L-Phenylalanine, N-[(2S)-3-[3-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]propyl]phenyl] -2-methyl-1-oxopropyl]-L-alanyl-D-alanyl-, methyl ester

There total 8 articles about L-Phenylalanine, N-[(2S)-3-[3-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]propyl]phenyl] -2-methyl-1-oxopropyl]-L-alanyl-D-alanyl-, methyl 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:

: 873326-05-7
(2S)-3-(3-{(2S)-2-[(tert-butoxycarbonyl)amino]propyl}phenyl)-2-methylpropanoic acid

: (S)-2-[(R)-2-((S)-2-Amino-propionylamino)-propionylamino]-3-phenyl-propionic acid methyl ester; compound with trifluoro-acetic acid

: 873326-13-7
methyl N-[(2S)-3-(3-{(2S)-2-[(tert-butoxycarbonyl)amino]propyl}phenyl)-2-methylpropanoyl]-L-alanyl-D-alanyl-L-phenylalaninate

Guidance literature:: With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 23 ℃; for 3h;
DOI:10.1002/chem.200500319

Reference yield:

: (S)-3-[3-((S)-2-Isocyanato-propyl)-phenyl]-2-methyl-propionic acid methyl ester

: 873326-13-7
methyl N-[(2S)-3-(3-{(2S)-2-[(tert-butoxycarbonyl)amino]propyl}phenyl)-2-methylpropanoyl]-L-alanyl-D-alanyl-L-phenylalaninate

Guidance literature:: Multi-step reaction with 3 steps

1: 0.73 g / toluene / 20 h / Heating

2: 85 percent / aq. NaOH / tetrahydrofuran / 14 h / 23 °C

3: 133 mg / TBTU; HOBt; DIEA / dimethylformamide / 3 h / 23 °C

With sodium hydroxide; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1002/chem.200500319

Reference yield:

: 873326-11-5
(2S)-3-{3-[(2S)-3-methoxy-2-methyl-3-oxopropyl]phenyl}-2-methylpropanoic acid

: 873326-13-7
methyl N-[(2S)-3-(3-{(2S)-2-[(tert-butoxycarbonyl)amino]propyl}phenyl)-2-methylpropanoyl]-L-alanyl-D-alanyl-L-phenylalaninate

Guidance literature:: Multi-step reaction with 4 steps

1.1: (PhO)2P(O)N₃; Et₃N / toluene / 0.5 h / 23 °C

1.2: toluene / 3.5 h / Heating

2.1: 0.73 g / toluene / 20 h / Heating

3.1: 85 percent / aq. NaOH / tetrahydrofuran / 14 h / 23 °C

4.1: 133 mg / TBTU; HOBt; DIEA / dimethylformamide / 3 h / 23 °C

With sodium hydroxide; diphenyl phosphoryl azide; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 1.2: Curtius rearrangement;
DOI:10.1002/chem.200500319