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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269670Generated: October 27, 2026

4-Methylmorpholine → Boc-Dab(Z)-Ol (S)

https://huagongshe.com/reaction/269670

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantEthyl chloroformateHCID 10928—
Reactant(S)-4-(((Benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)butanoic acidHCID 7019688—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
ProductBoc-Dab(Z)-Ol (S)HCID 59722512—

Reaction Steps

Preparation takes place in analogy to Example 83A from 300 mg (0.85 mmol) of (2S)-4-{[(benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]butanoic acid in 10 ml of tetrahydrofuran with 86 mg (0.85 mmol) of 4-methylmorpholine, 92 mg (0.85 mmol) of ethyl chloroformate and 1.7 ml (1.70 mmol) of a 1M solution of lithium aluminum hydride in tetrahydrofuran. The product is reacted without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446102B2
Source datasetuspto-grants-2008_11
ORD IDord-60604a3067644fe79d6e7bf71d83fd31
Source noteuspto-grants-2008_11