(S)-2-[(R)-3-(4-Hydroxy-3-iodo-phenyl)-2-methylamino-propionylamino]-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-[(R)-3-(4-Hydroxy-3-iodo-phenyl)-2-methylamino-propionylamino]-propionic acid methyl ester
CAS No.:119326-47-5
Molecular Formula:C₁₄H₁₉IN₂O₄
Molecular Weight:406.22
Hs Code.:

Synonyms:(S)-2-[(R)-3-(4-Hydroxy-3-iodo-phenyl)-2-methylamino-propionylamino]-propionic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-2-[(R)-3-(4-Hydroxy-3-iodo-phenyl)-2-methylamino-propionylamino]-propionic acid methyl ester

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Technology Process of (S)-2-[(R)-3-(4-Hydroxy-3-iodo-phenyl)-2-methylamino-propionylamino]-propionic acid methyl ester

There total 8 articles about (S)-2-[(R)-3-(4-Hydroxy-3-iodo-phenyl)-2-methylamino-propionylamino]-propionic acid 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: 85.0%

: 119326-46-4
(S)-2-{(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-[3-iodo-4-(4-methoxy-benzyloxy)-phenyl]-propionylamino}-propionic acid methyl ester

: 119326-47-5
(S)-2-[(R)-3-(4-Hydroxy-3-iodo-phenyl)-2-methylamino-propionylamino]-propionic acid methyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jo00265a003

Reference yield:

: 556-02-5,18875-48-4,25619-78-7,30704-25-7
tyrosine

: 119326-47-5
(S)-2-[(R)-3-(4-Hydroxy-3-iodo-phenyl)-2-methylamino-propionylamino]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 65 percent / I₂, KI, NH₄OH / 25 °C

2: SOCl₂

4: 89 percent / tetrahydrofuran / 25 °C

5: 96 percent / (n-Bu)4NI, K₂CO₃ / acetone / 55 °C

6: 86 percent / NaH / dimethylformamide / 0 - 25 °C

7: 73 percent / DCC, HOBT / CH₂Cl₂ / 25 °C

8: 85 percent / TFA / CH₂Cl₂

With ammonium hydroxide; thionyl chloride; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; potassium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00265a003

Reference yield:

: 25799-58-0
(R)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid

: 119326-47-5
(S)-2-[(R)-3-(4-Hydroxy-3-iodo-phenyl)-2-methylamino-propionylamino]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: SOCl₂

3: 89 percent / tetrahydrofuran / 25 °C

4: 96 percent / (n-Bu)4NI, K₂CO₃ / acetone / 55 °C

5: 86 percent / NaH / dimethylformamide / 0 - 25 °C

6: 73 percent / DCC, HOBT / CH₂Cl₂ / 25 °C

7: 85 percent / TFA / CH₂Cl₂

With thionyl chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00265a003