(S)-2-{3-[(R)-2-Acryloylamino-3-(4-methoxy-phenyl)-propionylamino]-propionyloxy}-4-methyl-pentanoic acid

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Chemical Name:(S)-2-{3-[(R)-2-Acryloylamino-3-(4-methoxy-phenyl)-propionylamino]-propionyloxy}-4-methyl-pentanoic acid
CAS No.:1026015-46-2
Molecular Formula:C₂₂H₃₀N₂O₇
Molecular Weight:434.489
Hs Code.:

Synonyms:(S)-2-{3-[(R)-2-Acryloylamino-3-(4-methoxy-phenyl)-propionylamino]-propionyloxy}-4-methyl-pentanoic acid

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Chemical Property of (S)-2-{3-[(R)-2-Acryloylamino-3-(4-methoxy-phenyl)-propionylamino]-propionyloxy}-4-methyl-pentanoic acid

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Technology Process of (S)-2-{3-[(R)-2-Acryloylamino-3-(4-methoxy-phenyl)-propionylamino]-propionyloxy}-4-methyl-pentanoic acid

There total 5 articles about (S)-2-{3-[(R)-2-Acryloylamino-3-(4-methoxy-phenyl)-propionylamino]-propionyloxy}-4-methyl-pentanoic 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:

: 17355-19-0,61780-18-5,120349-74-8
methyl (R)-2-amino-3-(4-methoxyphenyl)propanoate

: 1026015-46-2
(S)-2-{3-[(R)-2-Acryloylamino-3-(4-methoxy-phenyl)-propionylamino]-propionyloxy}-4-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: DIEA / 2 h / 0 °C

2.1: LiOH / methanol; tetrahydrofuran; H₂O / 3 h / 20 °C

3.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide*HCl; DMAP; 1-hydroxybenzotriazol / tetrahydrofuran; dimethylformamide / 2 h / 20 °C

3.2: tetrahydrofuran; dimethylformamide / 16 h / 20 °C

4.1: LiOH / methanol; tetrahydrofuran; H₂O / 3 h / 20 °C

5.1: 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide*HCl; DMAP / 2 h / 0 °C

5.2: 16 h / 20 °C

6.1: TFA / CH₂Cl₂ / 5 h / 20 °C

With dmap; lithium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.04.164

Reference yield:

: 94790-24-6
(2R)-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionic acid methyl ester

: 1026015-46-2
(S)-2-{3-[(R)-2-Acryloylamino-3-(4-methoxy-phenyl)-propionylamino]-propionyloxy}-4-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: TFA / CH₂Cl₂ / 3 h / 20 °C

2.1: DIEA / 2 h / 0 °C

3.1: LiOH / methanol; tetrahydrofuran; H₂O / 3 h / 20 °C

4.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide*HCl; DMAP; 1-hydroxybenzotriazol / tetrahydrofuran; dimethylformamide / 2 h / 20 °C

4.2: tetrahydrofuran; dimethylformamide / 16 h / 20 °C

5.1: LiOH / methanol; tetrahydrofuran; H₂O / 3 h / 20 °C

6.1: 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide*HCl; DMAP / 2 h / 0 °C

6.2: 16 h / 20 °C

7.1: TFA / CH₂Cl₂ / 5 h / 20 °C

With dmap; lithium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.04.164

Reference yield:

: 76757-90-9
N-(tert-butoxycarbonyl)-D-tyrosine methyl ester

: 1026015-46-2
(S)-2-{3-[(R)-2-Acryloylamino-3-(4-methoxy-phenyl)-propionylamino]-propionyloxy}-4-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: K₂CO₃ / acetone / 8 h / Heating

2.1: TFA / CH₂Cl₂ / 3 h / 20 °C

3.1: DIEA / 2 h / 0 °C

4.1: LiOH / methanol; tetrahydrofuran; H₂O / 3 h / 20 °C

5.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide*HCl; DMAP; 1-hydroxybenzotriazol / tetrahydrofuran; dimethylformamide / 2 h / 20 °C

5.2: tetrahydrofuran; dimethylformamide / 16 h / 20 °C

6.1: LiOH / methanol; tetrahydrofuran; H₂O / 3 h / 20 °C

7.1: 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide*HCl; DMAP / 2 h / 0 °C

7.2: 16 h / 20 °C

8.1: TFA / CH₂Cl₂ / 5 h / 20 °C

With dmap; lithium hydroxide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tetlet.2004.04.164