3-(ChloroMethyl)-1H-indole-1-carboxylic Acid 1,1-DiMethylethyl Ester

Base Information

• Chemical Name: 3-(ChloroMethyl)-1H-indole-1-carboxylic Acid 1,1-DiMethylethyl Ester
• CAS No.: 862704-32-3
• Molecular Formula: C14H16ClNO2
• Molecular Weight: 265.74
• Mol file: 862704-32-3.mol

Synonyms:3-(ChloroMethyl)-1H-indole-1-carboxylic Acid 1,1-DiMethylethyl Ester

Chemical Property of 3-(ChloroMethyl)-1H-indole-1-carboxylic Acid 1,1-DiMethylethyl Ester

Chemical Property:

• PSA: 31.23000
• LogP: 4.16330
• Solubility.: Chloroform, Dichloromethane

Purity/Quality:

3-(Chloromethyl)-1H-indole-1-carboxylicAcid1,1-DimethylethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-(ChloroMethyl)-1H-indole-1-carboxylic Acid 1,1-DiMethylethyl Ester can be used in the synthesis of peptides containing geranyltryptophan.

Technology Process of 3-(ChloroMethyl)-1H-indole-1-carboxylic Acid 1,1-DiMethylethyl Ester

There total 9 articles about 3-(ChloroMethyl)-1H-indole-1-carboxylic Acid 1,1-DiMethylethyl Ester 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: 81.0%

t-butyl 3-hydroxymethylindole-1-carboxylate (96551-22-3) → tert-butyl 3-(chloromethyl)-1H-indole-1-carboxylate (862704-32-3)

Guidance literature:

With 1-pyrrolidinecarboxaldehyde; benzoyl chloride; In 1,4-dioxane; at 0 - 20 ℃; for 24.25h; Sealed tube;

Reference yield:

tert-butyl 3-((dimethylamino)methyl)-1H-indole-1-carboxylate → tert-butyl 3-(chloromethyl)-1H-indole-1-carboxylate (862704-32-3)

Guidance literature:

With chloroformic acid ethyl ester; In toluene; at 20 ℃; for 0.25h;

DOI:10.1271/bbb.68.2374

Reference yield:

diethyl tert-butoxycarbonylaminomalonate (102831-44-7) + tert-butyl 3-((dimethylamino)methyl)-1H-indole-1-carboxylate → tert-butyl 3-(chloromethyl)-1H-indole-1-carboxylate (862704-32-3) + diethyl 2-{[1-(tert-butoxycarbonyl)-1H-indol-3-yl]methyl}-2-[(tert-butoxycarbonyl)amino]malonate

Guidance literature:

With 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; N-ethyl-N,N-diisopropylamine; lithium chloride; In acetonitrile; at 20 ℃; for 20h;

DOI:10.1021/acs.joc.9b00039

upstream raw materials:

t-butyl 3-hydroxymethylindole-1-carboxylate

indole-3-carbinol

Indole-3-carboxaldehyde

tert-butyl 3-(((tert-butyldimethylsilyl)oxy)methyl)-1H-indole-1-carboxylate

Downstream raw materials:

1-tert-butoxycarbonyl-3-formylindole