((S)-2-{3-[4-(2-Chloro-ethyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: ((S)-2-{3-[4-(2-Chloro-ethyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester
• CAS No.: 184872-83-1
• Molecular Formula: C₂₈H₃₆ClN₃O₄
• Molecular Weight: 514.065

Synonyms:((S)-2-{3-[4-(2-Chloro-ethyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester

Chemical Property of ((S)-2-{3-[4-(2-Chloro-ethyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of ((S)-2-{3-[4-(2-Chloro-ethyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester

There total 8 articles about ((S)-2-{3-[4-(2-Chloro-ethyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl 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:

4-hydroxy-2-phenyl-butanenitrile (41175-39-7) → ((S)-2-{3-[4-(2-Chloro-ethyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester (184872-83-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 99 percent / pyridine / CHCl₃ / Ambient temperature

2: 97 percent / H₂, CHCl₃ / PtO₂ / 3 h / 76 Torr / Ambient temperature

3: 57 percent / KF/Celite / acetonitrile / 48 h / 40 °C

4: 95 percent / Et₃N / CHCl₃ / 14 h

5: 58 percent / POCl₃ / 155 - 175 °C

6: N₂H₄*H₂O / ethanol / 0.5 h / 60 °C

7: 2-chloro-1-methylpyridinium iodide, Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

With pyridine; potassium fluoride; chloroform; Celite; 2-chloro-1-methyl-pyridinium iodide; hydrogen; hydrazine hydrate; triethylamine; trichlorophosphate; platinum(IV) oxide; In ethanol; dichloromethane; chloroform; acetonitrile;

DOI:10.1016/0040-4020(96)00872-1

Reference yield:

3-cyano-3-phenylpropyl acetate (57371-15-0) → ((S)-2-{3-[4-(2-Chloro-ethyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester (184872-83-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / H₂, CHCl₃ / PtO₂ / 3 h / 76 Torr / Ambient temperature

2: 57 percent / KF/Celite / acetonitrile / 48 h / 40 °C

3: 95 percent / Et₃N / CHCl₃ / 14 h

4: 58 percent / POCl₃ / 155 - 175 °C

5: N₂H₄*H₂O / ethanol / 0.5 h / 60 °C

6: 2-chloro-1-methylpyridinium iodide, Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

With potassium fluoride; chloroform; Celite; 2-chloro-1-methyl-pyridinium iodide; hydrogen; hydrazine hydrate; triethylamine; trichlorophosphate; platinum(IV) oxide; In ethanol; dichloromethane; chloroform; acetonitrile;

DOI:10.1016/0040-4020(96)00872-1

Reference yield:

phenylacetonitrile (140-29-4) → ((S)-2-{3-[4-(2-Chloro-ethyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester (184872-83-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) KOH / 1.) DMF, RT, 30 min, 2.) DMF, 50 deg C, 1 h

2: 99 percent / pyridine / CHCl₃ / Ambient temperature

3: 97 percent / H₂, CHCl₃ / PtO₂ / 3 h / 76 Torr / Ambient temperature

4: 57 percent / KF/Celite / acetonitrile / 48 h / 40 °C

5: 95 percent / Et₃N / CHCl₃ / 14 h

6: 58 percent / POCl₃ / 155 - 175 °C

7: N₂H₄*H₂O / ethanol / 0.5 h / 60 °C

8: 2-chloro-1-methylpyridinium iodide, Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

With pyridine; potassium fluoride; potassium hydroxide; chloroform; Celite; 2-chloro-1-methyl-pyridinium iodide; hydrogen; hydrazine hydrate; triethylamine; trichlorophosphate; platinum(IV) oxide; In ethanol; dichloromethane; chloroform; acetonitrile;

DOI:10.1016/0040-4020(96)00872-1

upstream raw materials:

(S)-3-(tert-butoxycarbonylamino)-3-phenylpropanoic acid

4-hydroxy-2-phenyl-butanenitrile

3-cyano-3-phenylpropyl acetate

phenylacetonitrile

Downstream raw materials:

((S)-2-{3-[4-(2-Iodo-ethyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester

((S)-2-{3-[4-(2-Hydroxy-ethyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester

((S)-2-{3-[1-Oxo-4-(2-oxo-ethyl)-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester

(8S,12S)-8-Phenyl-1,5,9-triaza-tricyclo[10.7.1.0^13,18]icosa-13,15,17-triene-6,19-dione

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