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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 53344Generated: October 25, 2026

Benzyl(methoxymethyl)((trimethylsilyl)methyl)amine → 3-(trans-1-benzyl-4-methyl-3-pyrrolidinylcarbonyl)-4-(S)-isopropyl-2-oxazolidinone

https://huagongshe.com/reaction/53344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl(methoxymethyl)((trimethylsilyl)methyl)amineHCID 353442—
Reactant(4S)-3-[(E)-but-2-enoyl]-4-propan-2-yl-1,3-oxazolidin-2-oneHCID 5702601—
Product3-(trans-1-benzyl-4-methyl-3-pyrrolidinylcarbonyl)-4-(S)-isopropyl-2-oxazolidinoneHCID 2287183390.8%

Reaction Steps

3-(trans-3-Methyl-2-propenoyl)-4-(S)-isopropyl-2-oxazolidinone (197 mg, 1.00 mmol, Aldrich) was reacted with N-benzyl-N-(methoxymethyl)trimethylsilylmethylamine (238 mg, 1.00 mmol) according to the procedure of Example 1d, to afford the title compound (300 mg). The diasteromers were separated as in Example 1d, and the (3R,4R)-isomer was taken to the next step. MS m/z 331 (M+H)+. The (3S,4S)-isomer was taken to Example 4. MS m/z 331 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05618949
Source datasetuspto-grants-1997_04
ORD IDord-e6aa37d8e9db4fa8a4e1e47ea5c297b5
Source noteuspto-grants-1997_04