Isomurrayafoline B

Base Information

• Chemical Name: Isomurrayafoline B
• CAS No.: 107903-15-1
• Molecular Formula: C₁₉H₂₁NO₂
• Molecular Weight: 295.381
• Mol file: 107903-15-1.mol

Synonyms:9H-Carbazol-2-ol,7-methoxy-3-methyl-8-(3-methyl-2-butenyl)- (9CI); Isomurrayafoline B; NSC 654280

Chemical Property of Isomurrayafoline B

Chemical Property:

• PSA: 45.25000
• LogP: 4.85240

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Isomurrayafoline B

There total 3 articles about Isomurrayafoline B 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:

7-methoxy-3-methyl-8-(3-methylbut-2-enyl)-2-(triisopropylsilyloxy)carbazole → O-methylisomurrayafoline-B + isomurrayafoline-B (107903-15-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; at -15 - 20 ℃; for 0.166667h;

DOI:10.1002/chem.201403645

Reference yield:

3,3,8-trimethyl-9-(triisopropylsilyloxy)-3,11-dihydropyrano[3,2-a]carbazole (1643448-01-4) → O-methylisomurrayafoline-B + isomurrayafoline-B (107903-15-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride; tetrachlorosilane / toluene; hexane / 1.75 h / -78 - 10 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C

2.2: 13 h / 0 - 20 °C

3.1: tetrabutyl ammonium fluoride / N,N-dimethyl-formamide; tetrahydrofuran / 0.17 h / -15 - 20 °C

With tetrachlorosilane; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene; mineral oil;

DOI:10.1002/chem.201403645

Reference yield:

7-hydroxy-3-methyl-8-(3-methylbut-2-enyl)-2-(triisopropylsilyloxy)carbazole → O-methylisomurrayafoline-B + isomurrayafoline-B (107903-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C

1.2: 13 h / 0 - 20 °C

2.1: tetrabutyl ammonium fluoride / N,N-dimethyl-formamide; tetrahydrofuran / 0.17 h / -15 - 20 °C

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/chem.201403645

upstream raw materials:

3,3,8-trimethyl-9-(triisopropylsilyloxy)-3,11-dihydropyrano[3,2-a]carbazole

Refernces