6-Prenyl-1H-indole

Base Information

• Chemical Name: 6-Prenyl-1H-indole
• CAS No.: 23158-16-9
• Molecular Formula: C13H15N
• Molecular Weight: 185.26500
• Hs Code.: 2933990090
• Mol file: 23158-16-9.mol

Synonyms:6-(3,3-dimethylallyl)indole;6-DMAI;6-isopentenylindole;6-(3,3-Dimethylallyl)-indol;6-(3-Methyl-2-butenyl)indole;6-(3-methyl-but-2-enyl)-indole;

Chemical Property of 6-Prenyl-1H-indole

Chemical Property:

• PSA: 15.79000
• LogP: 3.67660

Purity/Quality:

99% ^*data from raw suppliers

6-?(3-?Methyl-?2-?buten-?1-?yl)?-?1H-?indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: 6-Prenylindole is a bacterial metabolite that has been found in Streptomyces and has antifungal and antimalarial properties. It is active against A. brassicicola strain TP-F0423 and F. oxysporum f. sp. tulipae TU-4-2 (15 and 30 μg/disc in the paper disc assay), and also drug-resistant P. falciparum strain K1 (IC50 = 21 μg/ml).
• Uses: 6-?(3-?Methyl-?2-?buten-?1-?yl)?-?1H-?indole is an antifungal metabolite isolated from Streptomyces. It can also be found in oil of the roots of M. tenuifolia.

Technology Process of 6-Prenyl-1H-indole

There total 11 articles about 6-Prenyl-1H-indole 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: 98.0%

1-benzenesulfonyl-6-(3-methyl-buta-1,3-dienyl)-1H-indole → 6-(3-methylbut-2-en-1-yl)-1H-indole (23158-16-9)

Guidance literature:

With magnesium; In methanol;

DOI:10.7164/antibiotics.55.1009

Reference yield: 82.0%

2-methyl-but-2-ene (513-35-9) + 6-allyl-1H-indole → 6-(3-methylbut-2-en-1-yl)-1H-indole (23158-16-9)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 ℃; for 2.5h;

DOI:10.1021/acs.joc.7b03273

Reference yield: 80.0%

6-(3-Methyl-1,3-butadienyl)-indol → 6-(3-methylbut-2-en-1-yl)-1H-indole (23158-16-9)

Guidance literature:

With ethanol; sodium; for 2.5h;

DOI:10.1002/ardp.19853181219

upstream raw materials:

2-[4-Methyl-1-((E)-3-oxo-propenyl)-pent-3-enyl]-pyrrole-1-carboxylic acid methyl ester

6-bromo-1H-indole

1‐(benzenesulfonyl)‐6‐bromo‐1H‐indole

4-(1-benzenesulfonyl-1H-indol-6-yl)-2-methyl-but-3-en-2-ol

Downstream raw materials:

3,6-Bis-(3,3-dimethylallyl)-1-tosylindol

3,6-Di-(2,3-epoxy-3-methylbutyl)-1-tosylindol

2-(2-methylbut-3-en-2-yl)-6-(3-methylbut-2-en-1-yl)-1H-indole