(S)-2-[(S)-2-{[(S)-2-((R)-2-Benzyloxycarbonylamino-butyrylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionic acid

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Chemical Name:(S)-2-[(S)-2-{[(S)-2-((R)-2-Benzyloxycarbonylamino-butyrylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionic acid
CAS No.:694491-77-5
Molecular Formula:C₂₉H₃₈N₄O₈
Molecular Weight:570.643
Hs Code.:

Synonyms:(S)-2-[(S)-2-{[(S)-2-((R)-2-Benzyloxycarbonylamino-butyrylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionic acid

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Chemical Property of (S)-2-[(S)-2-{[(S)-2-((R)-2-Benzyloxycarbonylamino-butyrylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionic acid

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Technology Process of (S)-2-[(S)-2-{[(S)-2-((R)-2-Benzyloxycarbonylamino-butyrylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionic acid

There total 5 articles about (S)-2-[(S)-2-{[(S)-2-((R)-2-Benzyloxycarbonylamino-butyrylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-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: 92.0%

: 694491-76-4
(S)-2-[(S)-2-{[(S)-2-((R)-2-Benzyloxycarbonylamino-butyrylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionic acid methyl ester

: 694491-77-5
(S)-2-[(S)-2-{[(S)-2-((R)-2-Benzyloxycarbonylamino-butyrylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water;
DOI:10.1016/j.tetlet.2003.11.112

Reference yield:

: 86099-14-1
(2S)-3-(4-hydroxyphenyl)-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid

: 694491-77-5
(S)-2-[(S)-2-{[(S)-2-((R)-2-Benzyloxycarbonylamino-butyrylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 71 percent / EDC; HOBt; Et₃N / CH₂Cl₂

2.1: 100 percent / diethyl ether; methanol

3.1: H₂; HCl / Pd/C / methanol

4.1: PyBOP; i-Pr₂NEt / CH₂Cl₂

5.1: TFA

5.2: 89 percent / EDC; HOBt / CHCl₃

6.1: 92 percent / LiOH / tetrahydrofuran; methanol; H₂O

With hydrogenchloride; lithium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1016/j.tetlet.2003.11.112

Reference yield:

: 115441-65-1
methyl N-Cbz-N,O-dimethyl-L-tyrosyl-L-alaninate

: 694491-77-5
(S)-2-[(S)-2-{[(S)-2-((R)-2-Benzyloxycarbonylamino-butyrylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: H₂; HCl / Pd/C / methanol

2.1: PyBOP; i-Pr₂NEt / CH₂Cl₂

3.1: TFA

3.2: 89 percent / EDC; HOBt / CHCl₃

4.1: 92 percent / LiOH / tetrahydrofuran; methanol; H₂O

With hydrogenchloride; lithium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.tetlet.2003.11.112