2-[2-(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy)-acetyl]-(S)-alanine-N⁶-tert-butyloxycarbonyl-(S)-lysyl-(S)-leucyl-(S)-valyl-(S)-phenylalanyl-(S)-phenylalanine methyl ester

Base Information

• Chemical Name: 2-[2-(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy)-acetyl]-(S)-alanine-N⁶-tert-butyloxycarbonyl-(S)-lysyl-(S)-leucyl-(S)-valyl-(S)-phenylalanyl-(S)-phenylalanine methyl ester
• CAS No.: 940964-26-1
• Molecular Formula: C₆₄H₉₃N₉O₁₅S
• Molecular Weight: 1260.56

Synonyms:2-[2-(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy)-acetyl]-(S)-alanine-N⁶-tert-butyloxycarbonyl-(S)-lysyl-(S)-leucyl-(S)-valyl-(S)-phenylalanyl-(S)-phenylalanine methyl ester

Chemical Property of 2-[2-(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy)-acetyl]-(S)-alanine-N⁶-tert-butyloxycarbonyl-(S)-lysyl-(S)-leucyl-(S)-valyl-(S)-phenylalanyl-(S)-phenylalanine methyl ester

Chemical Property:

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Technology Process of 2-[2-(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy)-acetyl]-(S)-alanine-N⁶-tert-butyloxycarbonyl-(S)-lysyl-(S)-leucyl-(S)-valyl-(S)-phenylalanyl-(S)-phenylalanine methyl ester

There total 6 articles about 2-[2-(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy)-acetyl]-(S)-alanine-N⁶-tert-butyloxycarbonyl-(S)-lysyl-(S)-leucyl-(S)-valyl-(S)-phenylalanyl-(S)-phenylalanine 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:

ethyl 2-<2-<2-(azidoethoxy)ethoxy>ethoxy>acetate (118988-06-0) → 2-[2-(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy)-acetyl]-(S)-alanine-N6-tert-butyloxycarbonyl-(S)-lysyl-(S)-leucyl-(S)-valyl-(S)-phenylalanyl-(S)-phenylalanine methyl ester (940964-26-1)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogen / palladium on carbon / ethanol / 20 °C

2: ethyldiisopropylamine / CH₂Cl₂ / 20 °C

3: lithium hydroxide / ethanol

4: 2-chloro-1-methylpyridinium iodide; ethyldiisopropylamine / CH₂Cl₂ / 22 h

5: trifluoroacetic acid / CH₂Cl₂ / 3 h

6: HATU; HOAt / CH₂Cl₂; dimethylformamide / 2 h

With lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; 2-chloro-1-methyl-pyridinium iodide; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo061918x

Reference yield:

(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy) acetic acid (940964-23-8) → 2-[2-(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy)-acetyl]-(S)-alanine-N6-tert-butyloxycarbonyl-(S)-lysyl-(S)-leucyl-(S)-valyl-(S)-phenylalanyl-(S)-phenylalanine methyl ester (940964-26-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 2-chloro-1-methylpyridinium iodide; ethyldiisopropylamine / CH₂Cl₂ / 22 h

2: trifluoroacetic acid / CH₂Cl₂ / 3 h

3: HATU; HOAt / CH₂Cl₂; dimethylformamide / 2 h

With 1-hydroxy-7-aza-benzotriazole; 2-chloro-1-methyl-pyridinium iodide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo061918x

Reference yield:

2-[2-(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy)-acetyl]-(S)-alanine tert-butyl ester (940964-24-9) → 2-[2-(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy)-acetyl]-(S)-alanine-N6-tert-butyloxycarbonyl-(S)-lysyl-(S)-leucyl-(S)-valyl-(S)-phenylalanyl-(S)-phenylalanine methyl ester (940964-26-1)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / CH₂Cl₂ / 3 h

2: HATU; HOAt / CH₂Cl₂; dimethylformamide / 2 h

With 1-hydroxy-7-aza-benzotriazole; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo061918x

upstream raw materials:

2-[2-(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy)-acetyl]-(S)-alanine

(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy) ethylacetate

(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy) acetic acid

2-[2-(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy)-acetyl]-(S)-alanine tert-butyl ester

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