Iodomethyl pivalate → HCID 69467120, compound

HRID 1799707Notes

Reaction equation

[C:1]([C:4]1[S:5][C:6](/[CH:9]=[CH:10]\[S:11][C:12]2[C@H:13]([CH3:26])[C@@H:14]3[C@@H:21]([C@H:22]([OH:24])[CH3:23])[C:20](=[O:25])[N:15]3[C:16]=2[C:17]([O-:19])=[O:18])=[CH:7][N:8]=1)(=[O:3])[NH2:2].[Na+].[C:28]([O:34][CH2:35]I)(=[O:33])[C:29]([CH3:32])([CH3:31])[CH3:30]>>[C:1]([C:4]1[S:5][C:6](/[CH:9]=[CH:10]\[S:11][C:12]2[C@H:13]([CH3:26])[C@@H:14]3[C@@H:21]([C@H:22]([OH:24])[CH3:23])[C:20](=[O:25])[N:15]3[C:16]=2[C:17]([O:19][CH2:35][O:34][C:28](=[O:33])[C:29]([CH3:32])([CH3:31])[CH3:30])=[O:18])=[CH:7][N:8]=1)(=[O:3])[NH2:2]

Participants

Reactant 2

HCID 104401Iodomethyl pivalate

HCID 69469135HCID 69469135, compound

Product 1

HCID 69467120HCID 69467120, compound

Procedure

In the same manner as in Example 81, 78 mg of the title compound was prepared from 74 mg of sodium (1R,5S,6S)-2-[[(Z)-2-(2-carbamoylthiazol-5-yl)ethen-1-yl]thio]-6-((1R)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate prepared in Example 62 and 0.031 ml of iodomethyl pivalate.

Sources & evidence

ORD record: ord-b851ae0c284d49c58b2aab75dcf11251
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08344154B2

Reaction notes

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