(R)-10-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol

Base Information

• Chemical Name: (R)-10-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol
• CAS No.: 210830-69-6
• Molecular Formula: C₃₃H₃₅NO₂Si
• Molecular Weight: 505.732
• Mol file: 210830-69-6.mol

Synonyms:(R)-10-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol

Chemical Property of (R)-10-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-10-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol

There total 1 articles about (R)-10-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol 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: 83.0%

apomorphin (58-00-4) + tert-butylchlorodiphenylsilane (58479-61-1) → (R)-10-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol (210830-69-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 5h; Ambient temperature;

DOI:10.1080/00304949809355296

Reference yield: 79.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + (R)-10-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol (210830-69-6) → Trifluoro-methanesulfonic acid (R)-10-(tert-butyl-diphenyl-silanyloxy)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-yl ester (210830-70-9)

Guidance literature:

With potassium carbonate; triethylamine; In hydrogen fluoride; 1.) reflux, 1 h, 2.) reflux, 70 h;

DOI:10.1080/00304949809355296

Reference yield:

(R)-10-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol (210830-69-6) → (R)-10-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline (210830-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / Et₃N, K₂CO₃ / aq. HF / 1.) reflux, 1 h, 2.) reflux, 70 h

2: 56 percent / HCOOH, Ph₂P(CH₂)3PPh₂, Bu₃N / (Ph₃P)2PdCl₂ / dimethylformamide / 20 h / 80 °C

With formic acid; tributyl-amine; 1,3-bis-(diphenylphosphino)propane; potassium carbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In hydrogen fluoride; N,N-dimethyl-formamide;

DOI:10.1080/00304949809355296

upstream raw materials:

apomorphin

tert-butylchlorodiphenylsilane

Downstream raw materials:

Trifluoro-methanesulfonic acid (R)-10-(tert-butyl-diphenyl-silanyloxy)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-yl ester

(R)-10-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline