allyl (1S,5R,6S)-2-(hydroxymethyl)-6-[1(R)-allyloxycarbonyloxy-ethyl]-1-methylcarbapen-2-em-3-carboxylate → HCID 18395125, compound

HRID 1603451Notes

Reaction equation

HRID 1603451 reaction equation
C(OC([O:7][C@@H:8]([C@H:10]1[C:25](=[O:26])[N:12]2[C:13]([C:19]([O:21]CC=C)=[O:20])=[C:14]([CH2:17]O)[C@H:15]([CH3:16])[C@H:11]12)[CH3:9])=O)C=C.[OH:27][CH2:28][C:29]1[N:30]=[CH:31][N:32]2[CH:36]=[CH:35][S:34][C:33]=12>>[OH:7][C@@H:8]([C@H:10]1[C:25](=[O:26])[N:12]2[C:13]([C:19]([O-:21])=[O:20])=[C:14]([CH2:17][N:30]3[C:29]([CH2:28][OH:27])=[C:33]4[S:34][CH:35]=[CH:36][N+:32]4=[CH:31]3)[C@H:15]([CH3:16])[C@H:11]12)[CH3:9]

Participants

3

Reactant 2

HCID 11046746allyl (1S,5R,6S)-2-(hydroxymethyl)-6-[1(R)-allyloxycarbonyloxy-ethyl]-1-methylcarbapen-2-em-3-carboxylateHCID 18359893HCID 18359893, compound

Product 1

HCID 18395125HCID 18395125, compoundYield 0.9%

Procedure

The same procedure as in Example 1 was repeated except that 149 mg of allyl (1S,5R,6S)-6-[(1R)-1-allyloxycarbonyloxyethyl]-2-hydroxymethyl-1-methyl-1-carbapen-2-em-3-carboxylate and 201 mg of 7-hydroxymethylimidazo[5,1-b]thiazole were used, thereby obtaining 1.4 mg of the title compound.

Sources & evidence

ORD record
ord-a114d51b9a364972a63d7ff014e9659e
Source dataset
uspto-grants-1999_11
Patent number
US05990101

Reaction notes

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