(S)-2-Acetylamino-3-{3-[(S)-2-(2-amino-acetylamino)-2-methoxycarbonyl-ethyl]-phenyl}-propionic acid

Base Information

Chemical Name:(S)-2-Acetylamino-3-{3-[(S)-2-(2-amino-acetylamino)-2-methoxycarbonyl-ethyl]-phenyl}-propionic acid
CAS No.:218927-72-1
Molecular Formula:C₁₇H₂₃N₃O₆
Molecular Weight:365.386
Hs Code.:

Synonyms:(S)-2-Acetylamino-3-{3-[(S)-2-(2-amino-acetylamino)-2-methoxycarbonyl-ethyl]-phenyl}-propionic acid

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Chemical Property of (S)-2-Acetylamino-3-{3-[(S)-2-(2-amino-acetylamino)-2-methoxycarbonyl-ethyl]-phenyl}-propionic acid

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Technology Process of (S)-2-Acetylamino-3-{3-[(S)-2-(2-amino-acetylamino)-2-methoxycarbonyl-ethyl]-phenyl}-propionic acid

There total 6 articles about (S)-2-Acetylamino-3-{3-[(S)-2-(2-amino-acetylamino)-2-methoxycarbonyl-ethyl]-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: 73.0%

: 218927-31-2
(S)-2-Acetylamino-3-{3-[(S)-2-(2-benzyloxycarbonylamino-acetylamino)-2-methoxycarbonyl-ethyl]-phenyl}-propionic acid benzyl ester

: 218927-72-1
(S)-2-Acetylamino-3-{3-[(S)-2-(2-amino-acetylamino)-2-methoxycarbonyl-ethyl]-phenyl}-propionic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 16h; under 760 Torr;
DOI:10.1039/a805350b

Reference yield:

: 591-18-4
1-Bromo-3-iodobenzene

: 218927-72-1
(S)-2-Acetylamino-3-{3-[(S)-2-(2-amino-acetylamino)-2-methoxycarbonyl-ethyl]-phenyl}-propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 63 percent / NaHCO₃, Bu₄NCl, hydroquinone / Pd(OAc)2 / dimethylformamide / 18 h / 60 °C

2: 57 percent / NaHCO₃, Bu₄NCl, hydroquinone / Pd(OAc)2 / dimethylformamide / 85 °C

3: 98 percent / H₂ / >⁽¹⁺⁾*OTf^(1-) / methanol / 6 h / 2068.6 Torr / Ambient temperature

4: TFA / 0.25 h / Ambient temperature

5: 67 percent / Et₃N, HOBt*H₂O, DCC / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) r.t., 16 h

6: 73 percent / H₂ / 5percent Pd/C / ethanol / 16 h / 760 Torr

With tetrabutyl-ammonium chloride; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; hydroquinone; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium diacetate; palladium on activated charcoal; benzene; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1039/a805350b

Reference yield:

: 218927-23-2
(Z)-3-(3-Bromo-phenyl)-2-tert-butoxycarbonylamino-acrylic acid methyl ester

: 218927-72-1
(S)-2-Acetylamino-3-{3-[(S)-2-(2-amino-acetylamino)-2-methoxycarbonyl-ethyl]-phenyl}-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 57 percent / NaHCO₃, Bu₄NCl, hydroquinone / Pd(OAc)2 / dimethylformamide / 85 °C

2: 98 percent / H₂ / >⁽¹⁺⁾*OTf^(1-) / methanol / 6 h / 2068.6 Torr / Ambient temperature

3: TFA / 0.25 h / Ambient temperature

4: 67 percent / Et₃N, HOBt*H₂O, DCC / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) r.t., 16 h

5: 73 percent / H₂ / 5percent Pd/C / ethanol / 16 h / 760 Torr

With tetrabutyl-ammonium chloride; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; hydroquinone; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium diacetate; palladium on activated charcoal; benzene; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1039/a805350b