59159-39-6

Basic information

• Product Name: (tert-Butoxycarbonylmethyl)triphenylphosphanium bromide
• Synonyms: (TERT-BUTOXYCARBONYLMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE;tert-Butoxycarbonylmethyltriphenylphosphoniumbrom;(tert-Butoxycarbonylmethyl)tripheenyphosphonium bromide;carbo-tert-butoxymethyl triphenylphosphonium bromide;(tert-Butoxycarbonylmethyl)triphenylphosphanium bromide;(tert-Butoxycarbonylmethyl)triphenylphosphonium bromide, 98 %;tert-Butoxycarbonylmethyl triphenylphosphonium bromide,97%;triphenyl tert butoxycarbonyl Methyl phosphoniuM broMide
• CAS NO: 59159-39-6
• Molecular Formula: Br*C₂₄H₂₆O₂P
• Molecular Weight: 457.34
• Product Categories: C-C Bond Formation;Olefination;Wittig Reagents
• Mol File: 59159-39-6.mol
• Article Data: 20

Chemical Properties

• Melting Point: 178 °C (dec.)(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Methanol
• BRN: 4631405
• CAS DataBase Reference: (tert-Butoxycarbonylmethyl)triphenylphosphanium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: (tert-Butoxycarbonylmethyl)triphenylphosphanium bromide(59159-39-6)
• EPA Substance Registry System: (tert-Butoxycarbonylmethyl)triphenylphosphanium bromide(59159-39-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 59159-39-6(Hazardous Substances Data)

Usage

Uses

Reactant for:Rhodium-catalyzed asymmetric hydrogenation reactionsWittig reactionWittig methylenationPreparation of N-(phenylmethyl)-cis-pyrrolidinediacetic acid esters via double aza-Michael addition reactionStereoselective preparation of of α-fluoro-α,β-unsaturated esters via deprotonation, followed by fluorination and stereoselective Wittig olefination with aldehydesWittig chain extension reactions

InChI:InChI=1/C24H26O2P/c1-24(2,3)26-23(25)19-27(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22/h4-18H,19H2,1-3H3/q+1

Upstream product

• 5292-43-3 bromoacetic acid tert-butyl ester 
• 603-35-0 triphenylphosphine 

Downstream Products

• 1427349-32-3 (E)-4-(2-hydroxy-phenyl)-but-2-enoic acid tert-butyl ester 
• 1427349-64-1 (Z)-4-(2-hydroxy-phenyl)-but-2-enoic acid tert-butyl ester 
• 555-68-0 m-Nitrocinnamic Acid 
• 162936-33-6 4-aminocinnamic acid tert-butyl ester 
• 1248344-50-4 tert-butyl (R,E)-4-((tert-butoxycarbonyl)amino)-5-phenylpent-2-enoate 
• 1445985-04-5 tert-butyl 3-(2,5-dichloro-4-formylphenyl)acrylate 
• 332022-24-9 tert-butyl caffeate 
• 1218938-27-2 (E)-3-(3-fluoro-4-nitro-phenyl)-acrylic acid tert-butyl ester 
• 103890-69-3 (E)-3-(2-formylphenyl)-2-propenoic acid 1,1-dimethylethylester 

Relevant articles and documents

Catalytic asymmetric [3+2] cycloaddition of isomünchnones with methyleneindolinones

An efficient enantioselective [3+2] cycloaddition of isomünchnones with methyleneindolinones that are generated by anin situintramolecular addition of the carbonyl group to rhodium carbenes is realized with a chiralN,N′-dioxide/Zn(ii) complex as a Lewis acid. A series of chiral oxa-bridged 3-spiropiperidines are obtained in high yields with excellent dr and excellent ee values.

DMAP Mediated Efficient Construction of Functionalized Chromenes through One-Pot Reaction of para-Quinone Methides with Allenoates

A novel DMAP-mediated Rauhut-Currier/oxa-Michael addition cascade reaction of hydroxylphenyl-substituted para-quinone methide with allenoate was reported for the first time. A series of functionalized chromenes were successfully obtained with moderate to

Side-Chain Modification of Peptides Using a Phosphoranylidene Amino Acid

The flexible variation of peptidomimetics is of great interest for the identification of optimized protein ligands. Here we present a general concept for introducing side-chain modifications into peptides using triarylphosphonium amino acids. Building blo