115269-99-3

Basic information

• Product Name: N,N-BIS-BOC-N-ALLYLAMINE
• Synonyms: N,N-BIS-BOC-N-ALLYLAMINE;N-Bis-Boc-N-allylaMine;tert-butyl N-[(tert-butoxy)carbonyl]-N-(prop-2-en-1-yl)carbaMate;N,N-DIBOC-ALLYLAMINE;Imidodicarbonic acid, N-2-propen-1-yl-, C,C'-bis(1,1-dimethylethyl) ester
• CAS NO: 115269-99-3
• Molecular Formula: C₁₃H₂₃NO₄
• Molecular Weight: 257.33
• Mol File: 115269-99-3.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 293.597 °C at 760 mmHg
• Flash Point: 131.363 °C
• Appearance: /
• Density: 1.019g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.46
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N,N-BIS-BOC-N-ALLYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-BIS-BOC-N-ALLYLAMINE(115269-99-3)
• EPA Substance Registry System: N,N-BIS-BOC-N-ALLYLAMINE(115269-99-3)

Safety Data

• Hazardous Substances Data: 115269-99-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 3845, 1988 DOI: 10.1021/jo00251a035

InChI:InChI=1/C13H23NO4/c1-8-9-14(10(15)17-12(2,3)4)11(16)18-13(5,6)7/h8H,1,9H2,2-7H3

Upstream product

• 591-87-7 Allyl acetate 
• 51779-32-9 iminodicarboxylic acid di-tert-butyl ester 
• 106-95-6 allyl bromide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 34619-03-9 tert-butyldicarbonate 
• 107-11-9 1-amino-2-propene 
• 89004-82-0 potassium bis(tert-butoxycarbonyl)amide 
• 78888-18-3 N-tert-butoxycarbonylprop-2-en-1-amine 

Downstream Products

• 115270-07-0 3--1-phenyl-1-propene 
• 1286169-96-7 C₂₇H₃₅NO₆ 
• 1238892-53-9 (3-phenyl-allyl)-carbamic acid di-tert-butyl ester 
• 1380424-47-4 (E)-N,N-bis(tert-butoxycarbonyl)-3-(4-tolyl)prop-2-en-1-amine 
• 1286169-88-7 (E)-N,N-bis(tert-butoxycarbonyl)-3-(4-cyanophenyl)prop-2-en-1-amine 
• 1436419-60-1 (E)-N,N-bis(tert-butoxycarbonyl)-3-(2,3,4,5,6-pentafluorophenyl)prop-2-en-1-amine 

Relevant articles and documents

An Efficient, Palladium-Catalyzed Route to Protected Allylic Amines

-

Evaluation of kilogram-scale Sonagashira, Suzuki, and Heck coupling routes to oncology candidate CP-724,714

The synthesis of the anti-cancer compound 2-methoxy-N-(3-{4-[3-methyl-4-(6- methyl-pyridin-3-yloxy)phenylamino]quinazolin-6-yl}-E-allyl)acetainide (CP-724,714) (1) on multikilogram scale using several different synthetic routes is described. Application of the Sonogashira, Suzuki, and Heck couplings to this synthesis was investigated to identify a safe, environmentally friendly, and robust process for the production of this drug candidate. A convergent and selective synthesis of the candidate was identified which utilizes a Heck coupling of a protected allylamine to install the critical olefin.

NITROGENOUS HETEROCYCLIC COMPOUND, PREPARATION METHOD, INTERMEDIATE, COMPOSITION, AND APPLICATION

A nitrogenous heterocyclic compound, a preparation method, an intermediate, a composition, and an application. The present invention provides a nitrogenous heterocyclic compound as represented by formula I, pharmaceutically acceptable salts thereof, enantiomers thereof, diastereoisomers thereof, tautomers thereof, solvates thereof, metabolites thereof, or prodrugs thereof. The compound has high inhibitory activity against ErbB2 tyrosine kinase, has good inhibitory activity against human breast cancer cells BT-474, human gastric cancer cells NCI-N87 and the like with high expression of ErbB2, and in addition has relatively weak inhibitory activity against EGFR kinase, that is, the compound is an EGFR/ErbB2 double target inhibitor that attenuates EGFR kinase inhibitory activity or a small-molecule inhibitor having selectivity for an ErbB2 target. (I)

Substrate-directable heck reactions with arenediazonium salts. The regio- and stereoselective arylation of allylamine derivatives and applications in the synthesis of naftifine and abamines

The palladium-catalyzed, substrate-directable Heck-Matsuda reaction of allylamine derivatives with arenediazonium salts is reported. The reaction proceeds under mild conditions, with excellent regio- and stereochemical control as a function of coordinating groups present in the allylamine substrate. The distance between the olefin moiety and the car-bonylic system seems to play a key role regarding the regiocontrol. The method presents itself as robust, as simple to carry out, and with wide synthetic scope concerning the allylic substrates and the type of arenediazonium employed. The synthetic potential of the method is illustrated by the short total syntheses of the bioactive compounds naftifine, abamine, and abamine SG.

Rhodium-catalyzed asymmetric hydroformylation of n-allvlamides: Highly enantioselective approach to β2-amino aldehydes

(Figure Presented) You're having a lahf I The asymmetric hydroformylation (AHF) of allylic compounds, catalyzed by a rhodium-yanphos complex, is a direct and concise route to ss2-amino aldehydes, acids, and alcohols with excellent enantioselectivity (see scheme; TON =turnover number, acac = acetylacetonate).