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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1988270Generated: November 1, 2026

Water → Z-N-Me-Val-Tyr(3-tBu)-NH2

https://huagongshe.com/reaction/1988270

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-Methyl-N-[(phenylmethoxy)carbonyl]-L-valineHCID 7016371—
ReactantTyr(3-tBu)-NH2HCID 131722727—
SolventTetrahydrofuranHCID 8028—
ProductZ-N-Me-Val-Tyr(3-tBu)-NH2HCID 13172272983.1%

Reaction Steps

To a solution of the thus obtained Tyr(3-tBu)-NH2 (1 g, 4.23 mmol), Z-N-Me-Val-OH (1.23 g, 4.63 mmol) and CMPI (1.2 g, 4.69 mmol) in THF (20 ml), TEA (1.8 ml) was added under cooling with ice and stirred at room temperature for 4 hours. The reaction mixture was mixed with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over 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=2:1), giving Z-N-Me-Val-Tyr(3-tBu)-NH2 (1.7 g, 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07553969B1
Source datasetuspto-grants-2009_06
ORD IDord-5e3ad171d0eb4b27ac1d36923846a90b
Source noteuspto-grants-2009_06