((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

Base Information

• Chemical Name: ((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
• CAS No.: 184872-85-3
• Molecular Formula: C₂₈H₃₇N₃O₅
• Molecular Weight: 495.619

Synonyms:((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

Chemical Property of ((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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of ((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

There total 10 articles about ((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 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: 76.0%

((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 (184872-84-2) → ((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 (184872-85-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; water; at 100 ℃; for 2.5h;

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

Reference yield:

4-hydroxy-2-phenyl-butanenitrile (41175-39-7) → ((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 (184872-85-3)

Guidance literature:

Multi-step reaction with 9 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

8: 98 percent / NaI / acetone / 18 h / Heating

9: 76 percent / H₂O, HMPA / 2.5 h / 100 °C

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

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

Reference yield:

phenylacetonitrile (140-29-4) → ((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 (184872-85-3)

Guidance literature:

Multi-step reaction with 10 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

9: 98 percent / NaI / acetone / 18 h / Heating

10: 76 percent / H₂O, HMPA / 2.5 h / 100 °C

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

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

upstream 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

4-hydroxy-2-phenyl-butanenitrile

3-cyano-3-phenylpropyl acetate

phenylacetonitrile

Downstream raw materials:

((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

(8S,12R)-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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