(S)-(-)-4-(4-hydroxybenzyl)-2-oxazolidinone → HCID 67422728, compound

HRID 1625544Notes

Reaction equation

HRID 1625544 reaction equation
[OH:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][C@H:7]2[CH2:11][O:10][C:9](=[O:12])[NH:8]2)=[CH:4][CH:3]=1.BrCC[CH:18]([O:21][CH:22](OC)[CH2:23]CBr)[O:19][CH3:20]>>[CH3:20][O:19][CH2:18][O:21][CH2:22][CH2:23][O:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][C@H:7]2[CH2:11][O:10][C:9](=[O:12])[NH:8]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 11769373(S)-(-)-4-(4-hydroxybenzyl)-2-oxazolidinoneHCID 86632946HCID 86632946, compound

Product 1

HCID 67422728HCID 67422728, compoundYield 77%

Procedure

Compound 5a is synthesized by general procedure H from (S)-(−)-4-(4-hydroxybenzyl)-2-oxazolidinone (Tetrahedron; EN; 57; 39; 2001; 8313-8322) and 2-bromo-ethyl-methoxy-methyl-ether (Aldrich) at 10-fold scale in 77% yield (15.4 mmol, 4.33 g).

Sources & evidence

ORD record
ord-2cc6c49ffff240199b61c65e9944b1b9
Source dataset
uspto-grants-2014_07
Patent number
US08784775B2

Reaction notes

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