allyl (1S,5R,6S)-2-(hydroxymethyl)-6-[1(R)-allyloxycarbonyloxy-ethyl]-1-methylcarbapen-2-em-3-carboxylate → HCID 178462306, compound

HRID 1603512Notes

Reaction equation

HRID 1603512 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.[CH:27]([C:29]1[N:30]2[CH:36]=[N:35][CH:34]=[C:31]2[S:32][CH:33]=1)=[O: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:35]3[CH:34]=[C:31]4[S:32][CH:33]=[C:29]([CH:27]=[O:28])[N+:30]4=[CH:36]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 15379550HCID 15379550, compound

Product 1

HCID 178462306HCID 178462306, compoundYield 3.3%

Procedure

The same procedure as in Example 1 was repeated except that 93 mg of allyl (1S,5R,6S)-6-[(1R)-1-allyloxycarbonyloxyethyl]-2-hydroxymethyl-1-methyl-1-carbapen-2-em-3-carboxylate and 58 mg of 3-formylimidazo[5,1-b]thiazole were used, thereby obtaining 3.2 mg of the title compound.

Sources & evidence

ORD record
ord-90ad55e5644f4cc1b54e6f484650d06a
Source dataset
uspto-grants-1999_11
Patent number
US05990101

Reaction notes

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