1H-Indole-1-carboxylic acid, 2-borono-4-fluoro-, 1-(1,1-dimethylethyl) ester

Base Information

• Chemical Name: 1H-Indole-1-carboxylic acid, 2-borono-4-fluoro-, 1-(1,1-dimethylethyl) ester
• CAS No.: 1000068-25-6
• Molecular Formula: C13H15BFNO4
• Molecular Weight: 279.076
• Hs Code.: 2933990090
• Mol file: 1000068-25-6.mol

Synonyms:[4-fluoro-1-[(2-methylpropan-2-yl)oxycarbonyl]indol-2-yl]boronic acid

Chemical Property of 1H-Indole-1-carboxylic acid, 2-borono-4-fluoro-, 1-(1,1-dimethylethyl) ester

Chemical Property:

• PSA: 71.69000
• LogP: 1.24340
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98%min ^*data from raw suppliers

(1-(tert-Butoxycarbonyl)-4-fluoro-1H-indol-2-yl)boronicacid 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indole-1-carboxylic acid, 2-borono-4-fluoro-, 1-(1,1-dimethylethyl) ester

There total 6 articles about 1H-Indole-1-carboxylic acid, 2-borono-4-fluoro-, 1-(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: 100.0%

tert-butyl 4-fluoro-1H-indole-1-carboxylate (129822-45-3) → (1-(tert-butoxycarbonyl)-4-fluoro-1H-indol-2-yl) boronic acid (1000068-25-6)

Guidance literature:

tert-butyl 4-fluoro-1H-indole-1-carboxylate; With lithium diisopropyl amide; In tetrahydrofuran; at -75 - -65 ℃; for 4h; Inert atmosphere; Large scale;

With Triisopropyl borate; In tetrahydrofuran; at -75 - -65 ℃; for 4h; Inert atmosphere; Large scale;

With acetic acid; In tetrahydrofuran; at -10 ℃; for 2h; pH=4; Inert atmosphere; Large scale;

DOI:10.1021/acs.oprd.5b00405

Reference yield: 76.7%

Triisopropyl borate (5419-55-6) + tert-butyl 4-fluoro-1H-indole-1-carboxylate (129822-45-3) → (1-(tert-butoxycarbonyl)-4-fluoro-1H-indol-2-yl) boronic acid (1000068-25-6)

Guidance literature:

tert-butyl 4-fluoro-1H-indole-1-carboxylate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 - 0 ℃; for 2.66667h;

Triisopropyl borate; In tetrahydrofuran; at -78 ℃; for 0.666667h;

Reference yield: 20.0%

→ (1-(tert-butoxycarbonyl)-4-fluoro-1H-indol-2-yl) boronic acid (1000068-25-6)

Guidance literature:

upstream raw materials:

tert-butyl 4-fluoro-1H-indole-1-carboxylate

4-fluoroindole

Triisopropyl borate

di-tert-butyl dicarbonate

Downstream raw materials:

2-chloro-11-fluoro-6-phenyl-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indole

2-(3-(benzyloxy)-6-chloropyridin-2-yl)-4-fluoro-1H-indole

6-(2-(benzyloxy)ethyl)-2-chloro-11-fluoro-12,12a-dihydro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indole

6-(2-(benzyloxy)ethyl)-2-chloro-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indole

Refernces

• 1、 -. "TETRACYCLIC HETEROCYCLE COMPOUNDS AND METHODS OF USE THEREOF FOR THE TREATMENT OF HEPATITIS C". Page/Page column 36. . Retrieved 2014/08/20.
• 2、 -. "TETRACYCLIC HETEROCYCLE COMPOUNDS AND METHODS OF USE THEREOF FOR THE TREATMENT OF HEPATITIS C". Page/Page column 36; 37. . Retrieved 2014/08/20.