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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1988243Generated: November 1, 2026

Water → Z-N-Me-Val-N-Me-Tyr(3-tBu)-NHOMe

https://huagongshe.com/reaction/1988243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-Methyl-N-[(phenylmethoxy)carbonyl]-L-valineHCID 7016371—
ReactantN-Me-Tyr(3-tBu)-NHOMeHCID 131727512—
SolventTetrahydrofuranHCID 8028—
ProductZ-N-Me-Val-N-Me-Tyr(3-tBu)-NHOMeHCID 13172751157%

Reaction Steps

To a solution of N-Me-Tyr(3-tBu)-NHOMe (1.24 g, 4.42 mmol), Z-N-Me-Val-OH (1.76 g, 6.63 mmol) and CMPI (1.7 g, 6.63 mmol) in THF (30 ml), TEA (1.23 ml, 8.84 mmol) was added and stirred overnight. The mixture was mixed with water, extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and evaporated to remove the solvent under reduced pressure. The thus obtained residue was subjected to silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:1) to give the titled compound (1.32 g, 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07553969B1
Source datasetuspto-grants-2009_06
ORD IDord-55e28cdae8f74286adfb63649179af03
Source noteuspto-grants-2009_06