(R)-2-[2-(3-{(R)-2-[2-(3-tert-Butoxycarbonylamino-prop-1-ynyl)-phenylamino]-propionylamino}-prop-1-ynyl)-phenylamino]-4-methyl-pentanoic acid

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Chemical Name:(R)-2-[2-(3-{(R)-2-[2-(3-tert-Butoxycarbonylamino-prop-1-ynyl)-phenylamino]-propionylamino}-prop-1-ynyl)-phenylamino]-4-methyl-pentanoic acid
CAS No.:227288-28-0
Molecular Formula:C₃₂H₄₀N₄O₅
Molecular Weight:560.693
Hs Code.:

Synonyms:(R)-2-[2-(3-{(R)-2-[2-(3-tert-Butoxycarbonylamino-prop-1-ynyl)-phenylamino]-propionylamino}-prop-1-ynyl)-phenylamino]-4-methyl-pentanoic acid

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Chemical Property of (R)-2-[2-(3-{(R)-2-[2-(3-tert-Butoxycarbonylamino-prop-1-ynyl)-phenylamino]-propionylamino}-prop-1-ynyl)-phenylamino]-4-methyl-pentanoic acid

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Technology Process of (R)-2-[2-(3-{(R)-2-[2-(3-tert-Butoxycarbonylamino-prop-1-ynyl)-phenylamino]-propionylamino}-prop-1-ynyl)-phenylamino]-4-methyl-pentanoic acid

There total 12 articles about (R)-2-[2-(3-{(R)-2-[2-(3-tert-Butoxycarbonylamino-prop-1-ynyl)-phenylamino]-propionylamino}-prop-1-ynyl)-phenylamino]-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: 93.0%

: 227288-25-7
(R)-2-[2-(3-{(R)-2-[2-(3-tert-Butoxycarbonylamino-prop-1-ynyl)-phenylamino]-propionylamino}-prop-1-ynyl)-phenylamino]-4-methyl-pentanoic acid methyl ester

: 227288-28-0
(R)-2-[2-(3-{(R)-2-[2-(3-tert-Butoxycarbonylamino-prop-1-ynyl)-phenylamino]-propionylamino}-prop-1-ynyl)-phenylamino]-4-methyl-pentanoic acid

Guidance literature:: With lithium hydroxide; In methanol; for 24h; Ambient temperature;
DOI:10.1016/S0040-4039(99)00534-1

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 227288-28-0
(R)-2-[2-(3-{(R)-2-[2-(3-tert-Butoxycarbonylamino-prop-1-ynyl)-phenylamino]-propionylamino}-prop-1-ynyl)-phenylamino]-4-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / NaHCO₃ / dioxane; H₂O / 5 h / 0 °C

2: 75 percent / CuI, Et₃N / (PPh₃)4Pd / dimethylformamide / 12 h / Ambient temperature

3: 82 percent / 2,6-lutidine / 1,2-dichloro-ethane / 18 h / 60 °C

4: 90 percent / LiOH / methanol; H₂O / 1 h / Ambient temperature

5: 48 percent / EDCl, DIPEA, HOBt / dimethylformamide / 3 h / 0 °C

6: 93 percent / LiOH / methanol / 24 h / Ambient temperature

With 2,6-dimethylpyridine; lithium hydroxide; copper(l) iodide; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; methanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(99)00534-1

Reference yield:

: 92136-39-5
N-tert-Butoxycarbonyl-1-amino-3-propyne

: 227288-28-0
(R)-2-[2-(3-{(R)-2-[2-(3-tert-Butoxycarbonylamino-prop-1-ynyl)-phenylamino]-propionylamino}-prop-1-ynyl)-phenylamino]-4-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / CuI, Et₃N / (PPh₃)4Pd / dimethylformamide / 12 h / Ambient temperature

2: 82 percent / 2,6-lutidine / 1,2-dichloro-ethane / 18 h / 60 °C

3: 90 percent / LiOH / methanol; H₂O / 1 h / Ambient temperature

4: 48 percent / EDCl, DIPEA, HOBt / dimethylformamide / 3 h / 0 °C

5: 93 percent / LiOH / methanol / 24 h / Ambient temperature

With 2,6-dimethylpyridine; lithium hydroxide; copper(l) iodide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(99)00534-1