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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1458203Generated: November 2, 2026

N-Methylbenzylamine → Z-Pal-N(Me)Bzl

https://huagongshe.com/reaction/1458203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethylbenzylamineHCID 7669—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(pyridin-3-yl)propanoic acidHCID 18392522—
SolventTetrahydrofuranHCID 8028—
ProductZ-Pal-N(Me)BzlHCID 131719807—

Reaction Steps

2.5 g of Z-Pal-OH (8.7 mMol) are dissolved in 50 ml of THF, mixed with 1.55 g CDI (9.5 mMol), stirred for 45 minutes at ambient temperature, then mixed with 1.12 ml of N-methyl-benzylamine (8.7 mMol) and stirred for a further 64 hours at ambient temperature. The reaction mixture is concentrated on the rotary evaporator, the residue is taken up in ethyl acetate, extracted once with cold water and once with 10% NaCl solution. The organic phase is filtered, concentrated and chromatographed over a silica gel column by means of ether as eluant. Z-Pal-N(Me)Bzl is obtained as colourless oil from the eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05849918
Source datasetuspto-grants-1998_12
ORD IDord-e68d396924c34b08bee46509522ed6d4
Source noteuspto-grants-1998_12