Sodium hydride → HCID 53241085, compound

HRID 1475978Notes

Reaction equation

HRID 1475978 reaction equation
[C:1]([O:4][NH:5][C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])(=[O:3])[CH3:2].[H-].[Na+].[O:15]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[CH:17]=[C:16]1[S:24](Cl)(=[O:26])=[O:25]>>[C:1]([O:4][N:5]([C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])[S:24]([C:16]1[O:15][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[CH:17]=1)(=[O:25])=[O:26])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 27951721-Benzofuran-2-sulfonyl chlorideHCID 10058028(ACETYLOXY)-CARBAMIC ACID TERT-BUTYL ESTER

Product 1

HCID 53241085HCID 53241085, compound

Procedure

N-[(tert-Butoxy)carbonyl]-1-benzofuran-2-sulfonamido acetate (56) is prepared from [(tert-butoxy)carbonyl]amino acetate, sodium hydride and 1-benzofuran-2-sulfonyl chloride according to Scheme 2. (3.1 g, 75%), 1H NMR (250 MHz, DMF) δ ppm 8.07 (1H, d, 0.9 Hz), 7.91 (1H, d, 7.3 Hz), 7.82 (1H, dd, 8.5, 0.8 Hz), 7.64 (1H, td, 7.8, 1.4 Hz), 7.41-7.52 (1H, m), 2.32 (3H, s), 1.37 (9H, s).

Sources & evidence

ORD record
ord-50c703b87d2944d8848242d78d5d920a
Source dataset
uspto-grants-2015_04
Patent number
US09018411B2

Reaction notes

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