(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

Base Information

• Chemical Name: (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
• CAS No.: 137282-02-1
• Molecular Formula: C₄₀H₅₁N₃O₆
• Molecular Weight: 669.861
• Mol file: 137282-02-1.mol

Synonyms:

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 5 articles about (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 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) → (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 (137282-02-1,139236-17-2,139236-24-1)

Guidance literature:

Multi-step reaction with 4 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

4: 1.) 1-hydroxybenzotriazole (HOBt), 2.) 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate (CMC) / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, RT, overnight

With hydrogenchloride; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; sodium cyanoborohydride; benzotriazol-1-ol; lithium tri-t-butoxyaluminum hydride; zinc(II) chloride; In tetrahydrofuran;

DOI:10.1021/jm00083a005

Reference yield:

3-methoxy-1H,3H-naphtho[1,8-cd]pyran-1-one (31553-19-2) → (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 (137282-02-1,139236-17-2,139236-24-1)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 1.) 1-hydroxybenzotriazole (HOBt), 2.) 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate (CMC) / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, RT, overnight

With N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; sodium cyanoborohydride; benzotriazol-1-ol; zinc(II) chloride;

DOI:10.1021/jm00083a005

Reference yield:

8-formyl-1-naphthalenecarboxylic acid (lactol form) (5656-90-6) → (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 (137282-02-1,139236-17-2,139236-24-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / HCl / Ambient temperature

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

3: 1.) 1-hydroxybenzotriazole (HOBt), 2.) 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate (CMC) / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, RT, overnight

With hydrogenchloride; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; sodium cyanoborohydride; benzotriazol-1-ol; zinc(II) chloride;

DOI:10.1021/jm00083a005

upstream raw materials:

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

(S)-3-((S)-2-Amino-4-methyl-pentanoylamino)-4-cyclohexyl-2-hydroxy-butyric acid isopropyl ester; compound with trifluoro-acetic acid

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

1,8-Naphthalic anhydride