((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

Base Information

• Chemical Name: ((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
• CAS No.: 184872-86-4
• Molecular Formula: C₂₈H₃₅N₃O₅
• Molecular Weight: 493.603

Synonyms:((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

Chemical Property of ((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

Chemical Property:

Purity/Quality:

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Technology Process of ((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

There total 11 articles about ((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 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: 67.0%

((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) → ((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 (184872-86-4)

Guidance literature:

With 3 A molecular sieve; pyridinium chlorochromate; In dichloromethane; for 2.5h; Ambient temperature;

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

Reference yield:

4-hydroxy-2-phenyl-butanenitrile (41175-39-7) → ((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 (184872-86-4)

Guidance literature:

Multi-step reaction with 10 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

10: 67 percent / PCC, molecular sieves 3A / CH₂Cl₂ / 2.5 h / Ambient temperature

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; potassium fluoride; chloroform; 3 A molecular sieve; Celite; 2-chloro-1-methyl-pyridinium iodide; water; hydrogen; hydrazine hydrate; triethylamine; pyridinium chlorochromate; sodium iodide; trichlorophosphate; platinum(IV) oxide; In ethanol; dichloromethane; chloroform; acetone; acetonitrile;

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

Reference yield:

3-cyano-3-phenylpropyl acetate (57371-15-0) → ((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 (184872-86-4)

Guidance literature:

Multi-step reaction with 9 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

7: 98 percent / NaI / acetone / 18 h / Heating

8: 76 percent / H₂O, HMPA / 2.5 h / 100 °C

9: 67 percent / PCC, molecular sieves 3A / CH₂Cl₂ / 2.5 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium fluoride; chloroform; 3 A molecular sieve; Celite; 2-chloro-1-methyl-pyridinium iodide; water; hydrogen; hydrazine hydrate; triethylamine; pyridinium chlorochromate; 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-Hydroxy-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:

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

(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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