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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857084Generated: October 26, 2026

1-Propene, 3-methoxy- → ((4S)-2,2-dimethyl-3-t-butoxycarbonyl-4-(2-methylpropyl)-1,3-oxazolidin-5-yl)carboxylic Acid Methyl Ester

https://huagongshe.com/reaction/857084

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Propene, 3-methoxy-HCID 69392—
Reactant(3S)-3-(N-t-butoxycarbonylamino)-5-methyl-2-hydroxyheptanoic acid methyl esterHCID 86589144—
SolventDimethylformamideHCID 6228—
Product((4S)-2,2-dimethyl-3-t-butoxycarbonyl-4-(2-methylpropyl)-1,3-oxazolidin-5-yl)carboxylic Acid Methyl EsterHCID 58760363—

Reaction Steps

To a solution of (3S)-3-(N-t-butoxycarbonylamino)-5-methyl-2-hydroxyheptanoic acid methyl ester (4.40 g) in N,N-dimethylformamide (16 ml) was added methyl-2-propenyl ether (4.60 ml) and further was added dl-camphor sulfonic acid (186 mg) and the mixture was stirred overnight at room temperature. The residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=10:1 to 4:1) to give the title compound (3.90 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07144901B2
Source datasetuspto-grants-2006_12
ORD IDord-40674dfd1eb242b0b042d02d206755f8
Source noteuspto-grants-2006_12