1H-Indole-3-tetradecanol, 4-methoxy-1-[(4-methoxyphenyl)sulfonyl]-

Base Information

• Chemical Name: 1H-Indole-3-tetradecanol, 4-methoxy-1-[(4-methoxyphenyl)sulfonyl]-
• CAS No.: 651331-69-0
• Molecular Formula: C30H43NO5S
• Molecular Weight: 529.741
• DSSTox Substance ID: DTXSID50459680
• Wikidata: Q82283507
• Mol file: 651331-69-0.mol

Synonyms:651331-69-0;1H-Indole-3-tetradecanol, 4-methoxy-1-[(4-methoxyphenyl)sulfonyl]-;SCHEMBL5360618;DTXSID50459680

Chemical Property of 1H-Indole-3-tetradecanol, 4-methoxy-1-[(4-methoxyphenyl)sulfonyl]-

Chemical Property:

• XLogP3: 8.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 18
• Exact Mass: 529.28619465
• Heavy Atom Count: 37
• Complexity: 703

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)S(=O)(=O)N2C=C(C3=C2C=CC=C3OC)CCCCCCCCCCCCCCO

Technology Process of 1H-Indole-3-tetradecanol, 4-methoxy-1-[(4-methoxyphenyl)sulfonyl]-

There total 14 articles about 1H-Indole-3-tetradecanol, 4-methoxy-1-[(4-methoxyphenyl)sulfonyl]- 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: 57.0%

3-(14-benzyloxy-1-tetradecenyl)-4-methoxy-1-(4-methoxybenzsulfonyl)-1H-indole → 14-[4-methoxy-1-(4-methoxybenzsulfonyl)-1H-indole-3-yl]-tetradecane-1-ol (651331-69-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; under 760 Torr;

DOI:10.1021/jm0493616

Reference yield: 57.0%

→ 14-[4-methoxy-1-(4-methoxybenzsulfonyl)-1H-indole-3-yl]-tetradecane-1-ol (651331-69-0)

Guidance literature:

Reference yield:

4-methoxy-1H-indole (4837-90-5) → 14-[4-methoxy-1-(4-methoxybenzsulfonyl)-1H-indole-3-yl]-tetradecane-1-ol (651331-69-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 85 percent / phosphoryl chloride / 1.5 h / 0 - 40 °C

2.1: NaOH / CH₂Cl₂ / 0.5 h / 20 °C

2.2: 97 percent / CH₂Cl₂ / 12 h / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0 °C

3.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C

3.3: 45 percent / tetrahydrofuran; hexane / -78 - 0 °C

4.1: 57 percent / H₂ / Pd/C / ethanol / 20 °C / 760 Torr

With sodium hydroxide; n-butyllithium; hydrogen; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; 1.1: Vilsmeier formylation / 3.3: Wittig reaction;

DOI:10.1021/jm0493616

upstream raw materials:

4-methoxy-1H-indole

4-methoxy-1H-indole-2-carboxylic acid

1,13-tridecanediol

13-bromo-1-tridecylalcohol