Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1383740Generated: November 1, 2026

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

https://huagongshe.com/reaction/1383740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantN-Methyl-N-[(phenylmethoxy)carbonyl]-L-valineHCID 7016371—
ReactantN-Me-Tyr(3-tBu)-OMeHCID 131722749—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
SolventDiisopropylcarbodiimideHCID 12734—
ProductZ-N-Me-Val-N-Me-Tyr(3-tBu)-OMeHCID 131722748—

Reaction Steps

To a solution of 3.25 g of Z-N-Me-Val-OH, 2.2 g of N-Me-Tyr(3-tBu)-OMe and 1.88 g of HOBT in DMF (30 ml), DIC (1.9 ml) was added under cooling with ice and the mixture was stirred at room temperature for 23 hours. Water was added to the reaction mixture and extraction was effected with ether. The extract was washed with saturated brine and the organic layer was dried with sodium sulfate. After distilling off the solvent under reduced pressure, the resulting residue was subjected to silica gel column chromatography (eluting solvent consisting of chloroform, methanol and aqueous ammonia at a ratio of 100:10:1) to give Z-N-Me-Val-N-Me-Tyr(3-tBu)-OMe in the amount of 1.96 g (47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06255285B1
Source datasetuspto-grants-2001_07
ORD IDord-d7def5f59e1748acb24adfc0f6389594
Source noteuspto-grants-2001_07