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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182168Generated: November 3, 2026

Triethylamine → (3S,4S)-3-[2-(4-Methoxy-benzyl)-1-oxo-2,8-diaza-spiro[4.5]dec-8-ylmethyl]-4-phenyl-pyrrolidine-1-carboxylic Acid Tert-Butyl Ester

https://huagongshe.com/reaction/1182168

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2,8-Diazaspiro[4.5]decan-1-one, 2-[(4-methoxyphenyl)methyl]-, (Hydrochloride) (1:1)HCID 45074122—
Reactant(3R,4S)-3-formyl-4-phenyl-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 58981949—
SolventDichloromethaneHCID 6344—
Product(3S,4S)-3-[2-(4-Methoxy-benzyl)-1-oxo-2,8-diaza-spiro[4.5]dec-8-ylmethyl]-4-phenyl-pyrrolidine-1-carboxylic Acid Tert-Butyl EsterHCID 11284019—

Reaction Steps

To 3.41 g of 2-(4-methoxy-benzyl)-2,8-diaza-spiro[4.5]decan-1-one hydrochloride (12.3 mmol) in dichloromethane (50 mL) was added triethylamine (1.71 mL, 12.3 mmol) followed by 3.85 g of (3R,4S)-3-formyl-4-phenyl-pyrrolidine-1-carboxylic acid tert-butyl ester (12.3 mmol) in dichloromethane (75 mL) and stirred for 1 h at room temperature. Sodium triacetoxyborohydride (3.91 g, 18.4 mmol) was then added and the reaction mixture stirred overnight at room temperature.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288548B2
Source datasetuspto-grants-2007_10
ORD IDord-cc007023722e4e78b65d7da5bc0be681
Source noteuspto-grants-2007_10