allyl (1S,5R,6S)-2-(hydroxymethyl)-6-[1(R)-allyloxycarbonyloxy-ethyl]-1-methylcarbapen-2-em-3-carboxylate → HCID 178475895, compound

HRID 1603509Notes

Reaction equation

HRID 1603509 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.[C:27]([O:30][CH2:31][C:32]1[S:36][C:35]2=[CH:37][N:38]=[CH:39][N:34]2[CH:33]=1)(=[O:29])[CH3:28]>>[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:38]3[CH:37]=[C:35]4[S:36][C:32]([CH2:31][O:30][C:27](=[O:29])[CH3:28])=[CH:33][N+:34]4=[CH:39]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 19605030HCID 19605030, compound

Product 1

HCID 178475895HCID 178475895, compoundYield 13%

Procedure

The same procedure as in Example 1 was repeated except that 120 mg of allyl (1S,5R,6S)-6-[(1R)-1-allyloxycarbonyloxyethyl]-2-hydroxymethyl-1-methyl-1-carbapen-2-em-3-carboxylate and 97 mg of 2-acetoxymethylimidazo[5,1-b]thiazole were used, thereby obtaining 17.9 mg of the title compound.

Sources & evidence

ORD record
ord-b0d7b874dfd044438903422bc4448d8f
Source dataset
uspto-grants-1999_11
Patent number
US05990101

Reaction notes

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