Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971862Generated: November 3, 2026

Sodium Hydroxide → HCID 66688142, compound

https://huagongshe.com/reaction/1971862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantBoc-D-phenylalanineHCID 637610—
ReactantHCID 22313260HCID 22313260—
SolventDichloromethaneHCID 6344—
ProductHCID 66688142HCID 6668814285%

Reaction Conditions

Temperature0 °C

Reaction Steps

6.7 g of carbonyldiimidazole is added to a solution of 10 g of Boc-D-Phe-OH in 80 ml of dichloromethane, cooled to 0° C. The resulting solution is maintained under stirring at 0° C. for 1 hour. A solution consisting of 8.0 g of (11) in 20 ml of dichloromethane is then dripped into the reaction mixture at a rate such that the temperature does not exceed 5° C. The solution is maintained under stirring at 0° C. for 1 hour, and at ambient temperature for 2 hours. 100 ml of 1M NaOH is added to the mixture, the two phases are separated, the organic phase is washed with water (2×), and after a low-pressure solvent change with ethyl acetate, compound (12) is crystallised from ethyl acetate to obtain 14.64 g of white solid. Yield 85%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431684B2
Source datasetuspto-grants-2013_04
ORD IDord-bcc31fdfc5ab417cb9d61a0c699b6734
Source noteuspto-grants-2013_04