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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1590613Generated: October 28, 2026

1,5-Dibromopentane → 2-(N-Benzyloxycarbonylamino)-3-[4-(5-bromopentyloxy)phenyl]propionic acid

https://huagongshe.com/reaction/1590613

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,5-DibromopentaneHCID 8100—
ReactantSodium hydrideHCID 24758—
ReactantN-benzyloxycarbonyl-l-tyrosineHCID 712438—
SolventMethanolHCID 887—
Product2-(N-Benzyloxycarbonylamino)-3-[4-(5-bromopentyloxy)phenyl]propionic acidHCID 19093599—

Reaction Steps

N-CBZ-L-tyrosine (2.06 g, 5.86 mmole) was treated with NaH (0.58 g, 12.08 mmole) and 1,5-dibromopentane (0.8 ml, 5.87 mmole) as described for 1-1 in Example 1. The crude product was dissolved in methanol and after stirring with silica gel for 0.5 hour, the solvent was removed. This was dry packed and eluted on a flash column with CHCl3 and then with 97:3:0.3 CHCl3 /CH3OH/HOAc to give pure 1-10

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05204350
Source datasetuspto-grants-1993_04
ORD IDord-03b2c93fe679483fa4d1c0d4c739dd9b
Source noteuspto-grants-1993_04