benzyl (1S,2R)-2-[(1S)-1-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinolin-2-carbonyl]cyclopentan-1-carboxylate

Base Information

• Chemical Name: benzyl (1S,2R)-2-[(1S)-1-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinolin-2-carbonyl]cyclopentan-1-carboxylate
• CAS No.: 1607007-59-9
• Molecular Formula: C₃₂H₃₀N₂O₅
• Molecular Weight: 522.601
• Mol file: 1607007-59-9.mol

Synonyms:

Chemical Property of benzyl (1S,2R)-2-[(1S)-1-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinolin-2-carbonyl]cyclopentan-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (1S,2R)-2-[(1S)-1-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinolin-2-carbonyl]cyclopentan-1-carboxylate

There total 11 articles about benzyl (1S,2R)-2-[(1S)-1-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinolin-2-carbonyl]cyclopentan-1-carboxylate 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:

(S)-1,5,6,10b-tetrahydro-3H-oxazolo[4,3-a]isoquinolin-3-one (1607007-21-5) → benzyl (1S,2R)-2-[(1S)-1-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinolin-2-carbonyl]cyclopentan-1-carboxylate (1607007-59-9)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydroxide / ethanol / 1 h / Reflux

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C

3: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

4: 5%-palladium/activated carbon; hydrogen / ethanol / 16 h

5: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane; ethyl acetate / 18 h / 20 °C

With di-isopropyl azodicarboxylate; 5%-palladium/activated carbon; hydrogen; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;

DOI:10.1002/cmdc.201300525

Reference yield:

(S)-(2-benzyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methanol (1607007-22-6) → benzyl (1S,2R)-2-[(1S)-1-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinolin-2-carbonyl]cyclopentan-1-carboxylate (1607007-59-9)

Guidance literature:

Multi-step reaction with 3 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

2: 5%-palladium/activated carbon; hydrogen / ethanol / 16 h

3: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane; ethyl acetate / 18 h / 20 °C

With di-isopropyl azodicarboxylate; 5%-palladium/activated carbon; hydrogen; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;

DOI:10.1002/cmdc.201300525

Reference yield:

(S)-(1,2,3,4-tetrahydroisoquinolin-1-yl)methanol (872986-64-6) → benzyl (1S,2R)-2-[(1S)-1-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinolin-2-carbonyl]cyclopentan-1-carboxylate (1607007-59-9)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C

2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

3: 5%-palladium/activated carbon; hydrogen / ethanol / 16 h

4: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane; ethyl acetate / 18 h / 20 °C

With di-isopropyl azodicarboxylate; 5%-palladium/activated carbon; hydrogen; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;

DOI:10.1002/cmdc.201300525

upstream raw materials:

(S)-1,5,6,10b-tetrahydro-3H-oxazolo[4,3-a]isoquinolin-3-one

(S)-(1,2,3,4-tetrahydroisoquinolin-1-yl)methanol

(S)-(2-benzyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methanol

2-{[(1S)-2-benzyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}-2,3-dihydro-1H-isoindole-1,3-dione