2-[(2S)-2-amino-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione hydrochloride

Base Information

• Chemical Name: 2-[(2S)-2-amino-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione hydrochloride
• CAS No.: 1202237-87-3
• Molecular Formula: C₁₇H₁₅FN₂O₂*ClH
• Molecular Weight: 334.778
• Mol file: 1202237-87-3.mol

Synonyms:2-[(2S)-2-amino-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione hydrochloride

Chemical Property of 2-[(2S)-2-amino-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione hydrochloride

Chemical Property:

• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-(2-Amino-3-(3-fluorophenyl)propyl)isoindoline-1,3-dionehydrochloride 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(2S)-2-amino-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione hydrochloride

There total 3 articles about 2-[(2S)-2-amino-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione hydrochloride 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: 99.0%

1,1-dimethylethyl {(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}carbamate (1201923-48-9) → 2-[(2S)-2-amino-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione hydrochloride (1202237-87-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃; for 12h;

Reference yield:

N-Boc-3-fluoro-L-phenylalanine (114873-01-7,114873-11-9) → 2-[(2S)-2-amino-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione hydrochloride (1202237-87-3)

Guidance literature:

Multi-step reaction with 3 steps

1: borane-THF / tetrahydrofuran / 3 h / 0 - 20 °C

2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 2 h / 20 °C

3: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 20 °C

With hydrogenchloride; borane-THF; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; methanol;

Reference yield:

tert-butyl [(1S)-1-(3-fluorobenzyl)-2-hydroxyethyl]carbamate (944470-56-8,1199781-37-7) → 2-[(2S)-2-amino-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione hydrochloride (1202237-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 2 h / 20 °C

2: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 20 °C

With hydrogenchloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; methanol;

upstream raw materials:

1,1-dimethylethyl {(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}carbamate

N-Boc-3-fluoro-L-phenylalanine

tert-butyl [(1S)-1-(3-fluorobenzyl)-2-hydroxyethyl]carbamate

Downstream raw materials:

2-[(2S)-2-[5-(1-methyl-1H-pyrazol-5-yl)-1-oxo-1,3-dihydro-2H-isoindol-2-yl]-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione

2-[(1S)-2-amino-1-(3-fluorobenzyl)ethyl]-5-(1-methyl-1H-pyrazol-5-yl)isoindolin-1-one

2-[(2S)-2-[5-(4-fluoro-1-methyl-1H-pyrazol-5-yl)-1-oxo-1,3-dihydro-2H-isoindol-2-yl]-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione

2-[(1S)-2-amino-1-(3-fluorobenzyl)ethyl]-5-(4-fluoro-1-methyl-1H-pyrazol-5-yl)isoindolin-1-one

Refernces

• 1、 -. "INHIBITORS OF AKT ACTIVITY". Page/Page column 34. . Retrieved 2010/01/30.
• 2、 -. "INHIBITORS OF AKT ACTIVITY". Page/Page column 30. . Retrieved 2010/01/30.