Réaction #86612

ord-b3621d7d8476470a9c265f26cb6cbc17

Équation de réaction

CN(CC(=O)NCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1)C(=O)OC(C)(C)C.[Br-]
N2-(tert-butoxycarbonyl)-N2-methyl-N-[3-(triphenylphosphonio)propyl]glycinamide bromide
[Cl-].[Li+]
lithium chloride
→
CN(CC(=O)NCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1)C(=O)OC(C)(C)C.[Cl-]
title compound
CN(CC(=O)NCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1)C(=O)OC(C)(C)C.[Cl-]
N2-(tert-butoxycarbonyl)-N2-methyl-N-[3-(triphenylphosphonio)propyl]glycinamide chloride

Réactifs

CN(CC(=O)NCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1)C(=O)OC(C)(C)C.[Br-]
N2-(tert-butoxycarbonyl)-N2-methyl-N-[3-(triphenylphosphonio)propyl]glycinamide bromide
[Cl-].[Li+]
lithium chloride

Réactifs

CCCC[N+](CCCC)(CCCC)CCCC.[Cl-]
tetrabutylammonium chloride

Solvants

ClCCl
methylene chloride

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    ConcentrationThe organic layer was concentrated to dryness

Mode opératoire

A solution of N2-(tert-butoxycarbonyl)-N2-methyl-N-[3-(triphenylphosphonio)propyl]glycinamide bromide (53.7 g, 93.9 mmole) in methylene chloride (450 mL) was stirred with 20 weight percent aqueous lithium chloride containing 2 weight percent tetrabutylammonium chloride (4×150 mL/g). The organic layer was concentrated to dryness give the title compound in quantitative yield.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09434753B2uspto-grants-2016_09