(R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-iodo-propionic acid methyl ester

Base Information

• Chemical Name: (R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-iodo-propionic acid methyl ester
• CAS No.: 170454-77-0
• Molecular Formula: C₁₈H₂₅IN₂O₅
• Molecular Weight: 476.311

Synonyms:(R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-iodo-propionic acid methyl ester

Chemical Property of (R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-iodo-propionic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-iodo-propionic acid methyl ester

There total 2 articles about (R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-iodo-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: 60.0%

(S)-methyl 2-((2S)-2-[(tert-butoxycarbonyl)-3-phenylpropanamido]-3-hydroxy)-propanoate (34290-59-0) → (R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-iodo-propionic acid methyl ester (170454-77-0)

Guidance literature:

With methyltriphenoxyphosphonium iodide; In N,N-dimethyl-formamide; for 0.5h; Ambient temperature;

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-iodo-propionic acid methyl ester (170454-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / DCC, HOBt / CH₂Cl₂ / Ambient temperature

2: 44 percent / triphenoxyphosphonium methiodide / dimethylformamide / 0.75 h / Ambient temperature

With triphenoxyphosphonium iodide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(97)00879-X

Reference yield: 71.0%

[1.1.1]propellane (35634-10-7) + (R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-iodo-propionic acid methyl ester (170454-77-0) → C23H31IN2O5

Guidance literature:

With fac-tris[2-phenylpyridinato-C²,N]iridium(III); at 25 ℃; Irradiation;

DOI:10.1021/acscatal.9b03190

upstream raw materials:

(S)-methyl 2-((2S)-2-[(tert-butoxycarbonyl)-3-phenylpropanamido]-3-hydroxy)-propanoate

N-tert-butoxycarbonyl-L-phenylalanine

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