522613-61-2

Basic information

• Product Name: (2-bromo-4-methoxy-phenyl)-carbamic acid tert-butyl ester
• Synonyms: (2-bromo-4-methoxy-phenyl)-carbamic acid tert-butyl ester
• CAS NO: 522613-61-2
• Molecular Weight: 302.168
• Mol File: 522613-61-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (2-bromo-4-methoxy-phenyl)-carbamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2-bromo-4-methoxy-phenyl)-carbamic acid tert-butyl ester(522613-61-2)
• EPA Substance Registry System: (2-bromo-4-methoxy-phenyl)-carbamic acid tert-butyl ester(522613-61-2)

Safety Data

• Hazardous Substances Data: 522613-61-2(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 32338-02-6 2-bromo-4-methoxyaniline 
• 18437-68-8 tert-butyl N-(4-methoxyphenyl)carbamate 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 4248-19-5 tert-butyl carbazate 

Downstream Products

• 522613-62-3 (4-methoxy-2-vinylphenyl)carbamic acid tert-butyl ester 
• 32338-02-6 2-bromo-4-methoxyaniline 
• 1370735-35-5 tert-butyl 2-bromo-4-methoxyphenyl(((chloromethyl)dimethylsilyl)methyl)carbamate 

Relevant articles and documents

Solvent-free, uncatalyzed asymmetric "ene" reactions of: N-Tert-butylsulfinyl-3,3,3-Trifluoroacetaldimines: A general approach to enantiomerically pure α-(trifluoromethyl)tryptamines

A novel approach to regioselectively substituted and stereoselectively α-Trifluoromethylated tryptamines is reported based on the ene reaction of Boc-protected 3-methyleneindolines with optically pure (R)-or (S)-Tert-butanesulfinyltrifluoroacetaldimine. B

Palladium-catalyzed annulation of haloanilines and halobenzamides using norbornadiene as an acetylene synthon: A route to functionalized indolines, isoquinolinones, and indoles

A general procedure for the palladium-catalyzed annulation of substituted haloanilines with norbornadiene gives functionalized indolines in 51-98% yield. These indolines can be rapidly converted to benzenoid- substituted indoles and tricyclic indolines. Extension to the use of substituted halobenzamides gives functionalized isoquinolinones in up to 86% yield.

Indole synthesis by controlled carbolithiation of o-aminostyrenes

An effective synthesis of the functionalized indole ring system has been developed from substituted o-aminostyrene starting material. Our methodology involves a novel cascade reaction sequence of alkyllithium addition to the styrene double bond and subsequent trapping of the intermediate organolithium with a suitable electrophile, followed by an in situ ring closure and dehydration to generate the indole ring. This new reaction sequence allows for the introduction of molecular diversity at all positions on the indole scaffold. The procedure was shown to be successful with a range of both C and N substituents on the o-aminostyrenes. The reaction sequence was tolerant to the reactivity range of alkyllithiums such as tert-, sec-, and n-butyllithium. The electrophiles used were DMF, which generated indole products with C-2 unsubstituted, and nitriles, which incorporated the nitrile substituent at C-2. The o-aminostyrene starting materials were generated by a Pd-catalyzed cross-coupling reaction of a vinyl boronic acid equivalent with the readily available substituted o-bromoanilines.