(S)-2-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester
CAS No.:119326-49-7
Molecular Formula:C₁₇H₂₄IN₃O₅
Molecular Weight:477.299
Hs Code.:

Synonyms:(S)-2-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

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Chemical Property of (S)-2-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

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Technology Process of (S)-2-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

There total 10 articles about (S)-2-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(4-hydroxy-3-iodo-phenyl)-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: 79.0%

: 119326-48-6
N-tert-butyloxycarbonyl-L-alanyl-N-methyl-D-3-iodotyrosyl-L-alanine methyl ester

: 119326-49-7
(S)-2-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 25 ℃;
DOI:10.1021/jo00265a003

Reference yield:

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

: 119326-49-7
(S)-2-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 10 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

9: 76 percent / DCC, HOBT / CH₂Cl₂ / 4 °C

10: 79 percent / trifluoroacetic acid (TFA) / CH₂Cl₂ / 25 °C

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

: 119326-49-7
(S)-2-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 9 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

8: 76 percent / DCC, HOBT / CH₂Cl₂ / 4 °C

9: 79 percent / trifluoroacetic acid (TFA) / CH₂Cl₂ / 25 °C

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