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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1261862Generated: October 26, 2026

Diazomethane → (S)-1-tert-Butyl 5-methyl 2-((tert-butoxycarbonyl)amino)pentanedioate

https://huagongshe.com/reaction/1261862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazomethaneHCID 9550—
Reactant(4S)-5-(tert-butoxy)-4-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acidHCID 6993444—
SolventMethanolHCID 887—
Product(S)-1-tert-Butyl 5-methyl 2-((tert-butoxycarbonyl)amino)pentanedioateHCID 11120686—

Reaction Steps

2.3 g of N-tert.butyloxycarbonyl-L-glutamic acid 1-tert.-butyl ester (7.58 mmol) are dissolved in 80 ml of methanol and a freshly prepared diazomethane solution (23 mmol of Diazald®) is added dropwise at room temperature. After one hour, the solvent is removed under vacuum. The compound is purified using chromatography on silica gel. (column: 18.5*4 cm, DCM/MeOH=99/1, Rf=0.99).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08471063B2
Source datasetuspto-grants-2013_06
ORD IDord-1106764a6e1e4ec78c0282970da5c134
Source noteuspto-grants-2013_06