(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamide → HCID 10305415, compound

HRID 351713Notes

Reaction equation

HRID 351713 reaction equation
[C:1]([O:5][C:6](=[O:32])[C:7]([CH2:28][C:29]#[C:30][CH3:31])([S:12]([C:15]1[CH:20]=[CH:19][C:18]([N:21]2[CH2:26][CH2:25][C:24](=O)[CH2:23][CH2:22]2)=[CH:17][CH:16]=1)(=[O:14])=[O:13])[CH2:8][C:9]#[C:10][CH3:11])([CH3:4])([CH3:3])[CH3:2].[NH2:33][CH2:34][C@@H:35]([C:37]1[CH:38]=[CH:39][C:40]([OH:48])=[C:41]([NH:43][S:44]([CH3:47])(=[O:46])=[O:45])[CH:42]=1)[OH:36]>>[C:1]([O:5][C:6](=[O:32])[C:7]([CH2:8][C:9]#[C:10][CH3:11])([S:12]([C:15]1[CH:20]=[CH:19][C:18]([N:21]2[CH2:22][CH2:23][CH:24]([NH:33][CH2:34][C@H:35]([OH:36])[C:37]3[CH:38]=[CH:39][C:40]([OH:48])=[C:41]([NH:43][S:44]([CH3:47])(=[O:46])=[O:45])[CH:42]=3)[CH2:25][CH2:26]2)=[CH:17][CH:16]=1)(=[O:13])=[O:14])[CH2:28][C:29]#[C:30][CH3:31])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 12047933(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamideHCID 69899858HCID 69899858, compound

Product 1

HCID 10305415HCID 10305415, compound

Procedure

The title compound was prepared according to the procedure of Example 1 from 0.37 g (0.8 mmol) of Reference Example 27, 2-But-2-ynyl-2-[4-(4-oxo-piperidin-1-yl)-benzenesulfonyl]-hex-4-ynoic acid tert-butyl ester, and 0.24 g (1.0 mmol) of (R)-N-[5-(2-amino-1-hydroxy-ethyl)-2-hydroxy-phenyl)-methanesulfonamide, yielding 0.54 g of an off-white solid; m.p. 93-95° C.; MS (ES) m/z 688.2 (MH+); HRMS (ES) Calcd. for C34H46N3O8S2 (MH+): 688.2721, Found: 688.2722.

Sources & evidence

ORD record
ord-28af64ef2e6c4ca6afc466296fa9d461
Source dataset
uspto-grants-2004_06
Patent number
US06743787B2

Reaction notes

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