(2R,4R)-3-Benzyl-5,10-diisopropoxy-2,4-dimethyl-1,2,3,4-tetrahydro-7-oxa-3-aza-benzo[c]phenanthren-8-one

Base Information

• Chemical Name: (2R,4R)-3-Benzyl-5,10-diisopropoxy-2,4-dimethyl-1,2,3,4-tetrahydro-7-oxa-3-aza-benzo[c]phenanthren-8-one
• CAS No.: 218932-21-9
• Molecular Formula: C₃₁H₃₅NO₄
• Molecular Weight: 485.623
• Mol file: 218932-21-9.mol

Synonyms:(2R,4R)-3-Benzyl-5,10-diisopropoxy-2,4-dimethyl-1,2,3,4-tetrahydro-7-oxa-3-aza-benzo[c]phenanthren-8-one

Chemical Property of (2R,4R)-3-Benzyl-5,10-diisopropoxy-2,4-dimethyl-1,2,3,4-tetrahydro-7-oxa-3-aza-benzo[c]phenanthren-8-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4R)-3-Benzyl-5,10-diisopropoxy-2,4-dimethyl-1,2,3,4-tetrahydro-7-oxa-3-aza-benzo[c]phenanthren-8-one

There total 4 articles about (2R,4R)-3-Benzyl-5,10-diisopropoxy-2,4-dimethyl-1,2,3,4-tetrahydro-7-oxa-3-aza-benzo[c]phenanthren-8-one 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: 74.0%

(1'R,3'R)-N-benzyl-8'-isopropoxy-1',3'-dimethyl-1',2',3',4'-tetrahydroisoquinolin-6'-yl 2-bromo-5-isopropoxy-1-benzoate (218932-20-8) → (2R,4R)-3-Benzyl-5,10-diisopropoxy-2,4-dimethyl-1,2,3,4-tetrahydro-7-oxa-3-aza-benzo[c]phenanthren-8-one (218932-21-9)

Guidance literature:

Beller catalyst; In various solvent(s);

DOI:10.1055/s-1998-1912

Reference yield:

2-Bromo-5-isopropoxy-benzoic acid → (2R,4R)-3-Benzyl-5,10-diisopropoxy-2,4-dimethyl-1,2,3,4-tetrahydro-7-oxa-3-aza-benzo[c]phenanthren-8-one (218932-21-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl chloride; DMF / CH₂Cl₂ / 4 h / 0 °C

1.2: 74 percent / Et₃N / CH₂Cl₂ / 5 h

2.1: 74 percent / NaOAc; Pd(OAc)2; tris(o-tolyl)phosphine / N,N-dimethyl-acetamide / 22 h / 140 °C

With palladium diacetate; oxalyl dichloride; sodium acetate; N,N-dimethyl-formamide; tris-(o-tolyl)phosphine; In dichloromethane; N,N-dimethyl acetamide; 1.1: Substitution / 1.2: Acylation / 2.1: Arylation;

DOI:10.1021/jo991634v

Reference yield:

2-Bromo-5-isopropoxy-benzoyl chloride → (2R,4R)-3-Benzyl-5,10-diisopropoxy-2,4-dimethyl-1,2,3,4-tetrahydro-7-oxa-3-aza-benzo[c]phenanthren-8-one (218932-21-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N

2: 74 percent / Beller catalyst / various solvent(s)

With triethylamine; Beller catalyst; In various solvent(s);

DOI:10.1055/s-1998-1912

upstream raw materials:

(1'R,3'R)-N-benzyl-8'-isopropoxy-1',3'-dimethyl-1',2',3',4'-tetrahydroisoquinolin-6'-yl 2-bromo-5-isopropoxy-1-benzoate

(1R,3R)-N-benzyl-6-hydroxy-8-isopropoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

(1R,3R,5M)-N-benzyl-6-hydroxy-5-(2'-hydroxymethyl-4'-isopropoxy-1'-phenyl)-8-isopropoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline