(2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid → HCID 72549869, compound

HRID 710991Notes

Reaction equation

HRID 710991 reaction equation
[CH2:1]([O:8][N:9]1[C:15](=[O:16])[N:14]2[CH2:17][C@H:10]1[CH2:11][CH2:12][C@H:13]2[C:18]([OH:20])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:21]([O:25][C:26](=[O:35])[N:27]([CH2:31][CH2:32][O:33][NH2:34])[CH:28]([CH3:30])[CH3:29])([CH3:24])([CH3:23])[CH3:22]>>[C:21]([O:25][C:26](=[O:35])[N:27]([CH2:31][CH2:32][O:33][NH:34][C:18]([C@@H:13]1[CH2:12][CH2:11][C@@H:10]2[CH2:17][N:14]1[C:15](=[O:16])[N:9]2[O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:20])[CH:28]([CH3:30])[CH3:29])([CH3:22])([CH3:24])[CH3:23]

Participants

3

Reactant 2

HCID 57389355(2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acidHCID 87643775HCID 87643775, compound

Product 1

HCID 72549869HCID 72549869, compoundYield 81%

Procedure

Following a procedure analogous to Example 45, from the carboxylic acid (6b, 414 mg, 1.50 mmol) of Example 9 or 16 and tert-butyl(2-(aminooxy)ethyl)(isopropyl)carbamate (596 mg) described in Reference Example 17, 578.4 mg of the title compound was afforded (yield 81%).

Sources & evidence

ORD record
ord-632f34c3ab194b1e9ccf8f8514bc4d9d
Source dataset
uspto-grants-2015_11
Patent number
US09181250B2

Reaction notes

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