2(1H)-Isoquinolinecarboxylic acid, 3-[[[(1R)-1-[(4-chlorophenyl)methyl]-2-methoxy-2-oxoethyl]amino]carbon yl]-3,4-dihydro-, 1,1-dimethylethyl ester, (3R)-

Base Information

• Chemical Name: 2(1H)-Isoquinolinecarboxylic acid, 3-[[[(1R)-1-[(4-chlorophenyl)methyl]-2-methoxy-2-oxoethyl]amino]carbon yl]-3,4-dihydro-, 1,1-dimethylethyl ester, (3R)-
• CAS No.: 444583-48-6
• Molecular Formula: C25H29ClN2O5
• Molecular Weight: 472.969
• Mol file: 444583-48-6.mol

Synonyms:

Chemical Property of 2(1H)-Isoquinolinecarboxylic acid, 3-[[[(1R)-1-[(4-chlorophenyl)methyl]-2-methoxy-2-oxoethyl]amino]carbon yl]-3,4-dihydro-, 1,1-dimethylethyl ester, (3R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2(1H)-Isoquinolinecarboxylic acid, 3-[[[(1R)-1-[(4-chlorophenyl)methyl]-2-methoxy-2-oxoethyl]amino]carbon yl]-3,4-dihydro-, 1,1-dimethylethyl ester, (3R)-

There total 1 articles about 2(1H)-Isoquinolinecarboxylic acid, 3-[[[(1R)-1-[(4-chlorophenyl)methyl]-2-methoxy-2-oxoethyl]amino]carbon yl]-3,4-dihydro-, 1,1-dimethylethyl ester, (3R)- 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: 85.0%

D-N-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolinoline-3-carboxylic acid (78879-20-6,144069-68-1,115962-35-1) + D-p-chlorophenylalanine methyl ester (134166-72-6,24561-03-3) → Boc-D-Tic-D-p-Cl-Phe-OMe (444583-48-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm0304109

Reference yield:

Boc-D-Tic-D-p-Cl-Phe-OMe (444583-48-6) → (N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanine (252008-71-2)

Guidance literature:

With sodium hydroxide; In methanol; at 0 - 25 ℃;

DOI:10.1021/jm0304109

Reference yield:

Boc-D-Tic-D-p-Cl-Phe-OMe (444583-48-6) → 1-(N-tert-butoxycarbonyl-D-Tic-4-Cl-D-Phe)-4-(2-aminophenyl)piperazine (444583-82-8)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaOH / methanol / 0 - 25 °C

2: 1-hydroxy-7-azabenzotriazole; diisopropylethylamine; O-(7-azobenzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆ / CH₂Cl₂; dimethylformamide / 20 °C

3: H₂ / PtO₂ / propan-2-ol / 2327.17 Torr

With sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; platinum(IV) oxide; In methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1021/jm0304109

upstream raw materials:

D-N-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolinoline-3-carboxylic acid

D-p-chlorophenylalanine methyl ester

Downstream raw materials:

(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanine

1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-phenylpiperazine

3-[1-(4-chloro-benzyl)-2-oxo-2-(4-o-tolyl-piperazin-1-yl)-ethylcarbamoyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

3-{1-(4-chloro-benzyl)-2-[4-(2-hydroxy-phenyl)-piperazin-1-yl]-2-oxo-ethylcarbamoyl}-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester