Sodium hydride → HCID 53240981, compound

HRID 1475965Notes

Reaction equation

[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11](Cl)(=[O:13])=[O:12])(=[O:4])=[O:3].[H-].[Na+].[C:17]([O:21][NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])(=[O:20])[CH2:18][CH3:19]>>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([N:22]([O:21][C:17](=[O:20])[CH2:18][CH3:19])[C:23](=[O:24])[O:25][C:26]([CH3:28])([CH3:29])[CH3:27])(=[O:13])=[O:12])(=[O:4])=[O:3]

Participants

Reactant 3

HCID 24758Sodium hydride

HCID 27351782-Methanesulfonylbenzene-1-sulfonyl chloride

HCID 17825483HCID 17825483, compound

Product 1

HCID 53240981HCID 53240981, compound

Procedure

tert-Butyl {[2-(methylsulfonyl)phenyl]sulfonyl}(propanoyloxy)carbamate (44) is prepared from 2-methylsulfonylbenzenesulfonyl chloride, sodium hydride and [(tert-butoxy)carbonyl]amino propanoate according to Scheme 2. (1.09 g, 68%), 1H NMR (250 MHz, DMSO-d6) δ ppm 8.16-8.37 (2H, m), 8.00-8.15 (2H, m), 3.46 (3H, s), 2.61 (2H, q, 7.5 Hz), 1.29 (9H, s), 1.15 (3H, t, 7.5 Hz).

Sources & evidence

ORD record: ord-c3e2b8c32a1147efb7493531d32b7135
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09018411B2

Reaction notes

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