Hydroxylamine → HCID 86607881, compound

HRID 736744Notes

Reaction equation

[CH3:1][C:2]1[CH:11]=[C:10]([CH2:12][O:13][C:14]2[CH:19]=[CH:18][C:17]([S:20]([NH:23][CH:24]3[CH2:28][O:27][CH2:26][CH:25]3[C:29]([OH:31])=O)(=[O:22])=[O:21])=[CH:16][CH:15]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH2:32][OH:33]>>[OH:33][NH:32][C:29]([C@H:25]1[C@@H:24]([NH:23][S:20]([C:17]2[CH:18]=[CH:19][C:14]([O:13][CH2:12][C:10]3[C:9]4[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=4)[N:3]=[C:2]([CH3:1])[CH:11]=3)=[CH:15][CH:16]=2)(=[O:21])=[O:22])[CH2:28][O:27][CH2:26]1)=[O:31]

Participants

Reactant 2

HCID 787Hydroxylamine

HCID 68817491HCID 68817491, compound

Product 1

HCID 86607881HCID 86607881, compoundYield 11%

Procedure

According to the procedure of Example 24, Step 3, 4-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-tetrahydro-furan-3-carboxylic acid (0.6 g, 1.35 mmol) and hydroxylamine afforded (3S,4R)-4-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-tetrahydro-furan-3-carboxylic acid hydroxyamide as an amorphous white solid (0.07 g, 11%) after HPLC purification, eluting with acetonitrile:water. MS: 458 (M+H)+

Sources & evidence

ORD record: ord-ac54edac97b346dc831c25cce8c6cbb3
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07595327B2

Reaction notes

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