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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 863235Generated: October 30, 2026

2,2-Dimethoxypropane → 4-[N-Tert-butoxycarbonyl-2,2-dimethyl-4(S)-(4-triisopropylsilyloxy-2,2-dimethylbutyl)-1,3-oxazolidin-5(S)-yl]-3(R,S)-isopropylbut-1-ene

https://huagongshe.com/reaction/863235

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-DimethoxypropaneHCID 6495—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant6(S)-Tert-butoxycarbonylamino-5(S)-hydroxy-3(R,S)-isopropyl-10-triisopropylsilyloxy-8,8-dimethyldec-1-eneHCID 22882581—
SolventDichloromethaneHCID 6344—
Product4-[N-Tert-butoxycarbonyl-2,2-dimethyl-4(S)-(4-triisopropylsilyloxy-2,2-dimethylbutyl)-1,3-oxazolidin-5(S)-yl]-3(R,S)-isopropylbut-1-eneHCID 131720512—

Reaction Steps

4.4 g of 6(S)-tert-butoxycarbonylamino-8,8-dimethyl-5(S)-hydroxy-3(R,S)-isopropyl-10-triisopropylsilyloxydec-1-ene and 134 mg of p-toluenesulfonic acid hydrate are stirred in 25 ml of methylene chloride and dimethoxypropane at room temperature for 2 h. After the reaction mixture has been concentrated, the residue is purified over 500 g of silica gel by means of FC (mobile phase D): Rf (D)=0.61.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05719141
Source datasetuspto-grants-1998_02
ORD IDord-eb4bbf64872147c6b1284cdbcd8d3cc3
Source noteuspto-grants-1998_02