allyl (1S,5R,6S)-2-(hydroxymethyl)-6-[1(R)-allyloxycarbonyloxy-ethyl]-1-methylcarbapen-2-em-3-carboxylate → HCID 178462311, compound

HRID 1603447Notes

Reaction equation

HRID 1603447 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.[S:27]1[CH:31]=[CH:30][N:29]2[CH:32]=[N:33][CH:34]=[C:28]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:33]3[CH:34]=[C:28]4[S:27][CH:31]=[CH:30][N+:29]4=[CH:32]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 21262404Imidazo[5,1-b]thiazole

Product 1

HCID 178462311HCID 178462311, compoundYield 25%

Procedure

The same procedure as in Example 1 was repeated except that 91 mg of allyl (1S,5R,6S)-6-[(1R)-1-allyloxycarbonyloxyethyl]-2-hydroxymethyl-1-methyl-1-carbapen-2-em-3-carboxylate and 155 mg of imidazo[5,1-b]thiazole were used, thereby obtaining 21.6 mg of the title compound.

Sources & evidence

ORD record
ord-6d5c9dd5fccb425cbda7dc4225408c1b
Source dataset
uspto-grants-1999_11
Patent number
US05990101

Reaction notes

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