(-)-(1R,αS)-1,2,3,4-tetrahydro-6,7-dimethoxy-α-phenyl-1-isoquinolinemethanol

Base Information

• Chemical Name: (-)-(1R,αS)-1,2,3,4-tetrahydro-6,7-dimethoxy-α-phenyl-1-isoquinolinemethanol
• CAS No.: 120142-61-2
• Molecular Formula: C₁₈H₂₁NO₃
• Molecular Weight: 299.37
• Mol file: 120142-61-2.mol

Synonyms:(-)-(1R,αS)-1,2,3,4-tetrahydro-6,7-dimethoxy-α-phenyl-1-isoquinolinemethanol

Chemical Property of (-)-(1R,αS)-1,2,3,4-tetrahydro-6,7-dimethoxy-α-phenyl-1-isoquinolinemethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(1R,αS)-1,2,3,4-tetrahydro-6,7-dimethoxy-α-phenyl-1-isoquinolinemethanol

There total 3 articles about (-)-(1R,αS)-1,2,3,4-tetrahydro-6,7-dimethoxy-α-phenyl-1-isoquinolinemethanol 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: 80.0%

(1R,αS)-1,2,3,4-tetrahydro-6,7-dimethoxy-α-phenyl-2-<((R)-1-phenylethyl)carbamoyl>-1-isoquinolinemethanol (120034-53-9) → (-)-(1R,αS)-1,2,3,4-tetrahydro-6,7-dimethoxy-α-phenyl-1-isoquinolinemethanol (120142-61-2)

Guidance literature:

With sodium butanolate; In butan-1-ol; for 5h; Heating;

DOI:10.1021/jo00274a044

Reference yield:

(6,7-dimethoxy-3,4-dihydroisoquinolin-1-yl)(phenyl)methanone (22190-45-0) → (-)-(1R,αS)-1,2,3,4-tetrahydro-6,7-dimethoxy-α-phenyl-1-isoquinolinemethanol (120142-61-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.88 g / NaBH₄ / methanol; H₂O / 2 h / Ambient temperature

2: 30 percent / CHCl₃ / 1 h / Ambient temperature

3: 80 percent / sodium butoxide / butan-1-ol / 5 h / Heating

With sodium tetrahydroborate; sodium butanolate; In methanol; chloroform; water; butan-1-ol;

DOI:10.1021/jo00274a044

Reference yield:

(+/-)-erythro-1,2,3,4-tetrahydro-6,7-dimethoxy-α-phenyl-1-isoquinolinemethanol (120034-51-7) → (-)-(1R,αS)-1,2,3,4-tetrahydro-6,7-dimethoxy-α-phenyl-1-isoquinolinemethanol (120142-61-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 30 percent / CHCl₃ / 1 h / Ambient temperature

2: 80 percent / sodium butoxide / butan-1-ol / 5 h / Heating

With sodium butanolate; In chloroform; butan-1-ol;

DOI:10.1021/jo00274a044

upstream raw materials:

(1R,αS)-1,2,3,4-tetrahydro-6,7-dimethoxy-α-phenyl-2-<((R)-1-phenylethyl)carbamoyl>-1-isoquinolinemethanol

(6,7-dimethoxy-3,4-dihydroisoquinolin-1-yl)(phenyl)methanone

(+/-)-erythro-1,2,3,4-tetrahydro-6,7-dimethoxy-α-phenyl-1-isoquinolinemethanol

Downstream raw materials:

(1S)-1-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

(+)-(1R,αS)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-α-phenyl-1-isoquinolinemethanol