(2S)-2-(1-oxo-2,3-dihydro-1H-benzisoquinolin-2-yl)-3-phenylpropionic acid

Base Information

• Chemical Name: (2S)-2-(1-oxo-2,3-dihydro-1H-benzisoquinolin-2-yl)-3-phenylpropionic acid
• CAS No.: 137282-27-0
• Molecular Formula: C₂₁H₁₇NO₃
• Molecular Weight: 331.371
• Mol file: 137282-27-0.mol

Synonyms:

Chemical Property of (2S)-2-(1-oxo-2,3-dihydro-1H-benzisoquinolin-2-yl)-3-phenylpropionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-(1-oxo-2,3-dihydro-1H-benzisoquinolin-2-yl)-3-phenylpropionic acid

There total 3 articles about (2S)-2-(1-oxo-2,3-dihydro-1H-benzisoquinolin-2-yl)-3-phenylpropionic acid 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:

1,8-Naphthalic anhydride (81-84-5) → (2S)-2-(1-oxo-2,3-dihydro-1H-benzisoquinolin-2-yl)-3-phenylpropionic acid (137282-27-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 53 percent / LiAl(O-t-Bu)3H / tetrahydrofuran / 1.5 h / Ambient temperature

2: 95 percent / HCl / Ambient temperature

3: 2.) NaCNBH₃, ZnCl₂ / 1.) MeOH, 5 min, 2.) MeOH, reflux, overnight

With hydrogenchloride; sodium cyanoborohydride; lithium tri-t-butoxyaluminum hydride; zinc(II) chloride; In tetrahydrofuran;

DOI:10.1021/jm00083a005

Reference yield:

8-formyl-1-naphthalenecarboxylic acid (lactol form) (5656-90-6) → (2S)-2-(1-oxo-2,3-dihydro-1H-benzisoquinolin-2-yl)-3-phenylpropionic acid (137282-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / HCl / Ambient temperature

2: 2.) NaCNBH₃, ZnCl₂ / 1.) MeOH, 5 min, 2.) MeOH, reflux, overnight

With hydrogenchloride; sodium cyanoborohydride; zinc(II) chloride;

DOI:10.1021/jm00083a005

Reference yield:

3-methoxy-1H,3H-naphtho[1,8-cd]pyran-1-one (31553-19-2) + L-phenylalanine hydrochloride (17585-69-2,27172-85-6,28069-46-7,74496-49-4,79541-99-4) → (2S)-2-(1-oxo-2,3-dihydro-1H-benzisoquinolin-2-yl)-3-phenylpropionic acid (137282-27-0)

Guidance literature:

With sodium cyanoborohydride; zinc(II) chloride; Yield given. Multistep reaction; 1.) MeOH, 5 min, 2.) MeOH, reflux, overnight;

DOI:10.1021/jm00083a005

upstream raw materials:

3-methoxy-1H,3H-naphtho[1,8-cd]pyran-1-one

L-phenylalanine hydrochloride

1,8-Naphthalic anhydride

8-formyl-1-naphthalenecarboxylic acid (lactol form)

Downstream raw materials:

(3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-4-methyl-2-<<(2S)-2-(1-oxo-2,3-dihydro-1H-benzisoquinolin-2-yl)-3-phenylpropionyl>amino>pentanoyl>amino>butyric acid isopropyl ester