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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857728Generated: October 25, 2026

Flurenol → 9-hydroxy-9-fluorenylcarbonyl-L-proline benzyl ester

https://huagongshe.com/reaction/857728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFlurenolHCID 10087—
ReactantDiisopropylethylamineHCID 81531—
ReactantProline benzyl ester hydrochlorideHCID 2733413—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
SolventDimethylformamideHCID 6228—
Product9-hydroxy-9-fluorenylcarbonyl-L-proline benzyl esterHCID 59038191—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 9-hydroxy-9-fluorene carboxylic acid (5.04 g, 22.3 mmol) in N,N-dimethylformamide (30 mL), cooled to 0° C. under nitrogen, was added (O-7-azabenzotriazol-1-y)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU), (9.32 g, 24.5 mmol), L-proline-benzyl ester hydrochloride (5.93 g, 24.5 mmol), and N,N-diisopropylethylamine (8.5 mL, 48.8 mmol). The mixture was stirred at 0° C. for 3 hours, then concentrated and purified on silica gel (ethyl acetate-hexane, 1:2) to give 9-hydroxy-9-fluorenylcarbonyl-L-proline benzyl ester. HPLC=96%, R.T.=3.7 min; Mass spec.(electrospray) M+1=414.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07144899B2
Source datasetuspto-grants-2006_12
ORD IDord-d59a48e8a16546be834b83dc63975ec9
Source noteuspto-grants-2006_12