2,4,6-Triisopropylbenzenesulfonyl azide → 4-Benzyl-1,3-oxazolidin-2-one

HRID 653968Notes

Reaction equation

HRID 653968 reaction equation
C1(CCC([N:10]2[CH:14]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:13][O:12][C:11]2=[O:22])=O)CCCC1.C(C1C=C(C(C)C)C=C(C(C)C)C=1S(N=[N+]=[N-])(=O)=O)(C)C>>[C:16]1([CH2:15][CH:14]2[CH2:13][O:12][C:11](=[O:22])[NH:10]2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 3717072,4,6-Triisopropylbenzenesulfonyl azideHCID 47126683-[3-Cyclopentyl-1-oxopropyl]-4-(phenylmethyl)-2-oxazolidinone

Product 1

HCID 5596684-Benzyl-1,3-oxazolidin-2-one

Procedure

Following the procedure described in Example 46 for the preparation of the corresponding cyclooctyl derivative, 2.1 g of S)-3-[3-cyclopentyl-1-oxopropyl]-4-(phenylmethyl)-2-oxazolidinone and 2.5 g of 2,4,6-triisopropylbenzenesulfonyl azide yielded 1.23 g of [4S-3-(2S)]-3-[2-azido-3-cyclopentyl)-1-oxopropyl]-4-(phenylmethyl)-2-oxazolidinone.

Sources & evidence

ORD record
ord-2bb88379bc8241e7b739a209062f380d
Source dataset
uspto-grants-1992_07
Patent number
US05128448

Reaction notes

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