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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269612Generated: November 2, 2026

Triethylamine → (2S)-2,5-Bis[(tert-butoxycarbonyl)amino]pentyl methanesulphonate

https://huagongshe.com/reaction/269612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactanttert-butyl [(1S)-4-[(tert-butoxycarbonyl)amino]-1-(hydroxymethyl)butyl]carbamateHCID 86601679—
SolventDichloromethaneHCID 6344—
Product(2S)-2,5-Bis[(tert-butoxycarbonyl)amino]pentyl methanesulphonateHCID 86601678—

Reaction Steps

103 mg (0.90 mmol) of methanesulfonyl chloride and 0.21 ml (1.5 mmol) of triethylamine are added to a solution of 240 mg (0.75 mmol) of tert-butyl[(1S)-4-[(tert-butoxycarbonyl)amino]-1-(hydroxymethyl)butyl]carbamate (Example 83A) in 20 ml of dichloromethane, and the mixture is stirred at RT for 16 h. The mixture is diluted with dichloromethane and washed twice with 0.1N hydrochloric acid. The organic phase is dried over magnesium sulfate and evaporated to dryness in vacuo. The product is reacted without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446102B2
Source datasetuspto-grants-2008_11
ORD IDord-69c272a634874da0b578e392e1803026
Source noteuspto-grants-2008_11