Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913328Generated: November 1, 2026

Diisopropylethylamine → Methyl (S)-2-[(8-azaspiro[4.5]decane-8-carbonyl)amino]-4,4-difluoro-5-phenylpentanoate

https://huagongshe.com/reaction/1913328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant8-Azaspiro(4.5)decaneHCID 437152—
ReactantMethyl (S)-4,4-difluoro-2-isocyanato-5-phenylpentanoateHCID 86635603—
SolventDichloromethaneHCID 6344—
ProductMethyl (S)-2-[(8-azaspiro[4.5]decane-8-carbonyl)amino]-4,4-difluoro-5-phenylpentanoateHCID 66661189—

Reaction Steps

Methyl (S)-4,4-difluoro-2-isocyanato-5-phenylpentanoate (425 mg, 1.58 mmol) were dissolved in 25 ml of dichloromethane. 8-Azaspiro[4.5]decane (220 mg, 1.58 mmol, 1 eq.) and DIPEA (269 μl, 204 mg, 1.58 mmol, 1 eq.) were added to this solution which was stirred at RT overnight. The solvent was removed under reduced pressure and the residue was purified by preparative HPLC (gradient: acetonitrile/water and addition of 0.05% TFA). The product-containing fractions were combined and freed from the solvent under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609681B2
Source datasetuspto-grants-2013_12
ORD IDord-ca4e9960001d438db5f2fce3e4303e93
Source noteuspto-grants-2013_12