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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1986353Generated: November 1, 2026

Water → HCID 11397615, compound

https://huagongshe.com/reaction/1986353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphenylphosphineHCID 11776—
Reactanttert-butyl N-(2-hydroxyethyl)carbamateHCID 2733206—
ReactantHCID 68871617HCID 68871617—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 11397615HCID 1139761516%

Reaction Steps

Triphenylphosphine (260 mg, 1.0 mmol) was added to a solution of the product from Step 5 (220 mg, 0.5 mmol) and N—BOC-ethanolamine (161 mg, 1.0 mmol) in dioxane (4 mL) followed by addition of di-isopropylazodicarboxylate (197 uL, 1.0 mmol) and the resulting solution was allowed to stir at rt overnight. The reaction mixture was poured into water and extracted with EtOAc. The organic phases were combined, washed with brine, dried (MgSO4), filtered and the filtrate concentrated. The crude material was dissolved in dichloromethane (2 mL) and treated with TFA (1 mL) for 30 min, then concentrated and the residue was purified by reverse phase HPLC to give the title compound (38 mg, 16%). MS (ES+) m/e 487 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07547779B2
Source datasetuspto-grants-2009_06
ORD IDord-845df6269aa14ad583ad318eba60a5b5
Source noteuspto-grants-2009_06