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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1988236Generated: November 3, 2026

Water → HCID 131727504, compound

https://huagongshe.com/reaction/1988236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-((1,1-Dimethylethoxy)carbonyl)-3-fluoro-L-phenylalanineHCID 2734492—
ReactantN-Me-Val-N-Me-Tyr(3-tBu)-NH2HCID 131722752—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131727504HCID 13172750491%

Reaction Steps

To a solution of Boc-Phe(3-F)—OH (0.20 g, 0.706 mmol), N-Me-Val-N-Me-Tyr(3-tBu)-NH2 (0.21 g, 0.578 mmol) and CMPI (0.20 g, 0.783 mmol) in THF (6 ml), TEA (0.30 ml, 2.15 mmol) was added under cooling with ice and stirred at room temperature overnight. The reaction mixture was mixed with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and evaporated to remove the solvent under reduced pressure; the thus obtained residue was subjected to silica gel column chromatography (developing solvent: chloroform:methanol:aqueous ammonia=60:1:0.05) to give Boc-Phe(3-F)-N-Me-Val-N-Me-Tyr(3-tBu)-NH2 (0.33 g, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07553969B1
Source datasetuspto-grants-2009_06
ORD IDord-b90cf9a6d8aa4a3f963844cd290e6fa5
Source noteuspto-grants-2009_06