2(S)-{2(S)-[4-(2-guanidino-ethylamino)benzoylamino]-3-methyl-butyrylamino}-3-phenyl-propionic acid

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Chemical Name:2(S)-{2(S)-[4-(2-guanidino-ethylamino)benzoylamino]-3-methyl-butyrylamino}-3-phenyl-propionic acid
CAS No.:936571-70-9
Molecular Formula:C₂₄H₃₂N₆O₄
Molecular Weight:468.556
Hs Code.:

Synonyms:2(S)-{2(S)-[4-(2-guanidino-ethylamino)benzoylamino]-3-methyl-butyrylamino}-3-phenyl-propionic acid

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Chemical Property of 2(S)-{2(S)-[4-(2-guanidino-ethylamino)benzoylamino]-3-methyl-butyrylamino}-3-phenyl-propionic acid

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Technology Process of 2(S)-{2(S)-[4-(2-guanidino-ethylamino)benzoylamino]-3-methyl-butyrylamino}-3-phenyl-propionic acid

There total 6 articles about 2(S)-{2(S)-[4-(2-guanidino-ethylamino)benzoylamino]-3-methyl-butyrylamino}-3-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: 97.0%

: 936571-56-1
4-[2-(N,N'-bis-tert-butoxycarbonylguanidino)-ethylamino]benzoic acid

: 936571-70-9
2(S)-{2(S)-[4-(2-guanidino-ethylamino)benzoylamino]-3-methyl-butyrylamino}-3-phenyl-propionic acid

Guidance literature:: 4-[2-(N,N'-bis-tert-butoxycarbonylguanidino)-ethylamino]benzoic acid; H-Val-Phe-Wang resin; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

With chlorotriisopropylsilane; methyl-phenyl-thioether; trifluoroacetic acid; In water; at 20 ℃; for 12h;
DOI:10.1016/j.bmcl.2007.01.004

Reference yield:

: 4-(2-tert-butoxycarbonylamino-ethylideneamino)-benzoic acid methyl ester

: 936571-70-9
2(S)-{2(S)-[4-(2-guanidino-ethylamino)benzoylamino]-3-methyl-butyrylamino}-3-phenyl-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium cyanoborohydride / methanol / 20 °C

2.1: LiOH / tetrahydrofuran; H₂O / Heating

3.1: 0.122 g / trifluoroacetic acid / 2 h / 20 °C

4.1: 61 percent / Et₃N / methanol / 24 h

5.1: HBTU; N,N'-diisopropylethylamine / dimethylformamide / 0.25 h / 20 °C

5.2: 97 percent / trifluoroacetic acid; triisopropylsilane; thioanisole / H₂O / 12 h / 20 °C

With lithium hydroxide; sodium cyanoborohydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2007.01.004

Reference yield:

: 936571-55-0
4-(2-tert-butoxycarbonylamino-ethylamino)benzoic acid methyl ester

: 936571-70-9
2(S)-{2(S)-[4-(2-guanidino-ethylamino)benzoylamino]-3-methyl-butyrylamino}-3-phenyl-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: LiOH / tetrahydrofuran; H₂O / Heating

2.1: 0.122 g / trifluoroacetic acid / 2 h / 20 °C

3.1: 61 percent / Et₃N / methanol / 24 h

4.1: HBTU; N,N'-diisopropylethylamine / dimethylformamide / 0.25 h / 20 °C

4.2: 97 percent / trifluoroacetic acid; triisopropylsilane; thioanisole / H₂O / 12 h / 20 °C

With lithium hydroxide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2007.01.004