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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1185506Generated: November 1, 2026

Cesium carbonate → 4-{(S)-2-[(4-Benzyloxycarbonylmethoxy-7-methyl-naphthalene-2-carbonyl)-amino]-4-tert-butoxycarbonyl-butyryl}-piperazine-1-carboxylic acid butyl ester

https://huagongshe.com/reaction/1185506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBenzyl bromoacetateHCID 62576—
ReactantHCID 68597303HCID 68597303—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-{(S)-2-[(4-Benzyloxycarbonylmethoxy-7-methyl-naphthalene-2-carbonyl)-amino]-4-tert-butoxycarbonyl-butyryl}-piperazine-1-carboxylic acid butyl esterHCID 68600091—

Reaction Steps

To a solution of 1.0 g 4-{(S)-4-tert-Butoxycarbonyl-2-[(4-hydroxy-7-methyl-naphthalene-2-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid butyl ester in 12 ml of DMF, 645 mg of cesium carbonate and 447 mg of Bromo-acetic acid benzyl ester were added and the reaction mixture was stirred for 2 h at RT. Then, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was dried over MgSO4 and the solvents were removed under reduced pressure. The isolated crude product was pure enough for the next reaction step. Yield: 710 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669266B2
Source datasetuspto-grants-2014_03
ORD IDord-2c6270b7bfc8426d85f0d8b66c17fb47
Source noteuspto-grants-2014_03