4-(5-bromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthen-4-yl)benzoic acid methyl ester

Base Information

Chemical Name:4-(5-bromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthen-4-yl)benzoic acid methyl ester
CAS No.:851883-09-5
Molecular Formula:C₃₁H₃₅BrO₃
Molecular Weight:535.521
Hs Code.:

Synonyms:4-(5-bromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthen-4-yl)benzoic acid methyl ester

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Chemical Property of 4-(5-bromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthen-4-yl)benzoic acid methyl ester

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Technology Process of 4-(5-bromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthen-4-yl)benzoic acid methyl ester

There total 4 articles about 4-(5-bromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthen-4-yl)benzoic acid methyl 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: 75.0%

: 851883-07-3
5-bromo-2,7-di-tert-butyl-4-iodo-9,9-dimethylxanthene

: 99768-12-4
4-methoxycarbonylphenylboronic acid

: 851883-09-5
4-(5-bromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthen-4-yl)benzoic acid methyl ester

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride; In 1,2-dimethoxyethane; at 90 ℃; for 23h;
DOI:10.1021/ja042849b

Reference yield: 68.0%

: 619-44-3
methyl 4-iodobenzoate

: 130525-43-8
4,5-dibromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthene

: 851883-09-5
4-(5-bromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthen-4-yl)benzoic acid methyl ester

Guidance literature:: 4,5-dibromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthene; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere; Schlenk technique;

With zinc(II) chloride; In tetrahydrofuran; at -78 - -20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

methyl 4-iodobenzoate; With triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere; Schlenk technique;
DOI:10.1055/s-0034-1379368

Reference yield:

: 130525-43-8
4,5-dibromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthene

: 851883-09-5
4-(5-bromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthen-4-yl)benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: phenyl lithium / tetrahydrofuran; cyclohexane; diethyl ether / -78 - -40 °C

1.2: n-Bu₃SnCl / tetrahydrofuran; cyclohexane; diethyl ether / 1.67 h / -40 - 20 °C

1.3: 67 percent / I₂ / CH₂Cl₂

2.1: 75 percent / CsF; Pd(PPh₃)4 / 1,2-dimethoxy-ethane / 23 h / 90 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenyllithium; cesium fluoride; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; cyclohexane; 2.1: Suzuki coupling;
DOI:10.1021/ja042849b