2-<8-(tert-butoxycarbonyl)-5-oxo-7-phenyl-4,8-diazaoctyl>-4-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinolin-1-one

Base Information

• Chemical Name: 2-<8-(tert-butoxycarbonyl)-5-oxo-7-phenyl-4,8-diazaoctyl>-4-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinolin-1-one
• CAS No.: 104465-83-0
• Molecular Formula: C₂₈H₃₇N₃O₅
• Molecular Weight: 495.619

Synonyms:2-<8-(tert-butoxycarbonyl)-5-oxo-7-phenyl-4,8-diazaoctyl>-4-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinolin-1-one

Chemical Property of 2-<8-(tert-butoxycarbonyl)-5-oxo-7-phenyl-4,8-diazaoctyl>-4-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinolin-1-one

Chemical Property:

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Technology Process of 2-<8-(tert-butoxycarbonyl)-5-oxo-7-phenyl-4,8-diazaoctyl>-4-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinolin-1-one

There total 11 articles about 2-<8-(tert-butoxycarbonyl)-5-oxo-7-phenyl-4,8-diazaoctyl>-4-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinolin-1-one 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: 90.0%

4-(2-acetoxyethyl)-2-<8-(tert-butoxycarbonyl)-5-oxo-7-phenyl-4,8-diazaoctyl>-1,2,3,4-tetrahydroisoquinolin-1-one (104465-82-9) → 2-<8-(tert-butoxycarbonyl)-5-oxo-7-phenyl-4,8-diazaoctyl>-4-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinolin-1-one (104465-83-0)

Guidance literature:

With potassium carbonate; In methanol; for 2h; Ambient temperature;

DOI:10.1021/jo00374a035

Reference yield:

2-(1,2,3,4-tetrahydroisoquinolin-4-yl)ethanol (104465-76-1) → 2-<8-(tert-butoxycarbonyl)-5-oxo-7-phenyl-4,8-diazaoctyl>-4-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinolin-1-one (104465-83-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 75 percent / sodium acetate / ethanol / 2 h / Heating

2: 90 percent / 2 h / 100 °C

3: 95 percent / KMnO₄, H₂O / acetone / 1 h / Ambient temperature

4: 95 percent / H₂ / platinum oxide / CHCl₃; ethanol / 8 h / 20 °C / 760 Torr

5: 86 percent / 1-methyl-2-chloropyridinium iodide, triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

6: 90 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

With potassium permanganate; 2-chloro-1-methyl-pyridinium iodide; water; hydrogen; sodium acetate; potassium carbonate; triethylamine; platinum(IV) oxide; In methanol; ethanol; dichloromethane; chloroform; acetone;

DOI:10.1021/jo00374a035

Reference yield:

2-benzyl-4-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinoline (23007-65-0) → 2-<8-(tert-butoxycarbonyl)-5-oxo-7-phenyl-4,8-diazaoctyl>-4-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinolin-1-one (104465-83-0)

Guidance literature:

Multi-step reaction with 7 steps

1: concd. hydrochloric acid, H₂ / 20percent Pd/C / methanol / 24 h / 20 °C / 760 Torr

2: 75 percent / sodium acetate / ethanol / 2 h / Heating

3: 90 percent / 2 h / 100 °C

4: 95 percent / KMnO₄, H₂O / acetone / 1 h / Ambient temperature

5: 95 percent / H₂ / platinum oxide / CHCl₃; ethanol / 8 h / 20 °C / 760 Torr

6: 86 percent / 1-methyl-2-chloropyridinium iodide, triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

7: 90 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

With hydrogenchloride; potassium permanganate; 2-chloro-1-methyl-pyridinium iodide; water; hydrogen; sodium acetate; potassium carbonate; triethylamine; platinum(IV) oxide; palladium on activated charcoal; In methanol; ethanol; dichloromethane; chloroform; acetone;

DOI:10.1021/jo00374a035

upstream raw materials:

4-(2-acetoxyethyl)-2-<8-(tert-butoxycarbonyl)-5-oxo-7-phenyl-4,8-diazaoctyl>-1,2,3,4-tetrahydroisoquinolin-1-one

2-(1,2,3,4-tetrahydroisoquinolin-4-yl)ethanol

2-benzyl-4-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinoline

2-(phenylmethyl)isoquinoline-1,3(2H,4H)-dione

Downstream raw materials:

2-<8-(tert-butoxycarbonyl)-5-oxo-7-phenyl-4,8-diazaoctyl>-4-(formylmethyl)-1,2,3,4-tetrahydroisoquinolin-1-one

(+/-)-isocyclocelabenzine

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

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