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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746829Generated: October 31, 2026

Acetohydrazide → HCID 71205495, compound

https://huagongshe.com/reaction/1746829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetohydrazideHCID 14039—
ReactantL-Glutamic acid, N-((1,1-dimethylethoxy)carbonyl)-, 5-(phenylmethyl) esterHCID 83589—
SolventTetrahydrofuranHCID 8028—
ProductHCID 71205495HCID 71205495—

Reaction Steps

674 mg (2 mmol) of (S)-5-(benzyloxy)-2-(tert-butoxycarbonylamino)-5-oxopentanoic acid (Boc-Glu (OBzl)-OH) and 148 mg (2 mmol) of acetohydrazide were added with 5 ml of tetrahydrofuran, added with 356 mg of N,N-carbonyl diimidazole and stirred at room temperature overnight. The solvent was distilled away, and the resultant was purified using purified purification step A to obtain a crude purified substance of (4S)-4-(N′-acetylhydrazinecarbonyl)-4-{[(tert-butoxy)carbonyl]amino}butanoic acid benzyl ester. The obtained crude purified substance was dissolved in 2 ml of methylene chloride, which was added with 72 mg of Burgess reagent and stirred at room temperature overnight. Another 72 mg of Burgess reagent was added and stirred for two days. After distilling the solvent away, purification was carried out using purification step A to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150505B2
Source datasetuspto-grants-2015_10
ORD IDord-692470f9b5a9467ba25f805f57b5c3d7
Source noteuspto-grants-2015_10