1H-Indole-1-carboxylic acid, 2-borono-6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, 1-(1,1-dimethylethyl) ester (9CI)

Base Information

Chemical Name:1H-Indole-1-carboxylic acid, 2-borono-6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, 1-(1,1-dimethylethyl) ester (9CI)
CAS No.:848357-99-3
Molecular Formula:C19H30 B N O5 Si
Molecular Weight:391.347
Hs Code.:
Mol file:848357-99-3.mol

Synonyms:[1-(tert-Butoxycarbonyl)-6-(tert-butyldimethylsiloxy)indol-2-yl]boronicacid;[1-tert-Butoxycarbonyl-6-(tert-Butyldimethylsilanoxy)-1H-indol-2-yl]boronicacid

Suppliers and Price of 1H-Indole-1-carboxylic acid, 2-borono-6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, 1-(1,1-dimethylethyl) ester (9CI)

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
1-(1,1-DIMETHYLETHYL)-2-BORONO-6-[[(1,1-DIMETHYLETHYL)DIMETHYLSILYL]OXY]-1H-INDOLE-1-CARBOXYLIC ACID ESTER 95.00%
5MG
$ 499.40

Total 3 raw suppliers

Chemical Property of 1H-Indole-1-carboxylic acid, 2-borono-6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, 1-(1,1-dimethylethyl) ester (9CI)

Chemical Property:

Vapor Pressure:2.75E-10mmHg at 25°C
Refractive Index:1.502
Boiling Point:486.7°C at 760 mmHg
PKA:8.33±0.30(Predicted)
Flash Point:248.2°C
PSA：80.92000
Density:1.07g/cm³
LogP:3.48830

Purity/Quality:

97% ^*data from raw suppliers

1-(1,1-DIMETHYLETHYL)-2-BORONO-6-[[(1,1-DIMETHYLETHYL)DIMETHYLSILYL]OXY]-1H-INDOLE-1-CARBOXYLIC ACID ESTER 95.00% ^*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-6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, 1-(1,1-dimethylethyl) ester (9CI)

There total 6 articles about 1H-Indole-1-carboxylic acid, 2-borono-6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, 1-(1,1-dimethylethyl) ester (9CI) 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: 56.0%

: 854638-56-5
6-(tert-butyldimethylsilanyloxy)indole-1-carboxylic acid tert-butyl ester

: 848357-99-3
6-(tert-butyldimethylsilanyloxy)indole-1-carboxylic acid tert-butyl ester 2-boronic acid

Guidance literature:: 6-(tert-butyldimethylsilanyloxy)indole-1-carboxylic acid tert-butyl ester; With tert.-butyl lithium; In tetrahydrofuran; water; at -78 ℃; for 0.583333h;

With Trimethyl borate; In tetrahydrofuran; at 0 ℃; for 2h;

With potassium hydrogensulfate; sulfuric acid; ammonium chloride; more than 3 stages;

Reference yield:

: 854638-56-5
6-(tert-butyldimethylsilanyloxy)indole-1-carboxylic acid tert-butyl ester

: 121-43-7,63156-11-6
Trimethyl borate

: 848357-99-3
6-(tert-butyldimethylsilanyloxy)indole-1-carboxylic acid tert-butyl ester 2-boronic acid

Guidance literature:: 6-(tert-butyldimethylsilanyloxy)indole-1-carboxylic acid tert-butyl ester; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1.16667h;

Trimethyl borate; In tetrahydrofuran; pentane; at 0 ℃; for 2h;

Reference yield:

: 106792-41-0
6-<<(2,2-dimethylethyl)dimethylsilyl>oxy>indole

: 848357-99-3
6-(tert-butyldimethylsilanyloxy)indole-1-carboxylic acid tert-butyl ester 2-boronic acid

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; triethylamine / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

2: Triisopropyl borate; lithium diisopropyl amide / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

With dmap; Triisopropyl borate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.01.035