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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943304Generated: November 3, 2026

Hydrochloric Acid → tert-butyl(S)-6-tert-butoxycarbonylamino-2-(2-oxooxazolidine-3-sulfonylamino)hexanoate

https://huagongshe.com/reaction/1943304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
Reactant2-Oxo-1,3-oxazolidine-3-sulfonyl chlorideHCID 11286883—
ReactantNe-Boc-L-lysine tert-butyl ester hydrochlorideHCID 13819885—
SolventDichloromethaneHCID 6344—
Producttert-butyl(S)-6-tert-butoxycarbonylamino-2-(2-oxooxazolidine-3-sulfonylamino)hexanoateHCID 67028806—

Reaction Steps

A suspension of 5.39 g of H-Lys(Boc)-OtBu hydrochloride (15.9 mmol, 1.0 eq) and 7.1 ml of triethylamine (50.9 mmol, 3.2 eq) in dichloromethane (70 ml) was added to the solution obtained in Example 143d), in such a way that the temperatures did not exceed 10° C. After the addition was complete, the mixture was allowed to reach RT and was stirred for a further 2 h. The reaction mixture was then mixed with 200 ml of 0.2 M hydrochloride acid, and the organic phase was separated off and washed with 100 ml of 0.2 M hydrochloric acid and concentrated. 5.5 g of the desired material were obtained as a colorless oil, which crystallized on standing.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389764B2
Source datasetuspto-grants-2013_03
ORD IDord-2dc38d04f59047c0b83ee12d15b2743d
Source noteuspto-grants-2013_03