allyl (1S,5R,6S)-2-(hydroxymethyl)-6-[1(R)-allyloxycarbonyloxy-ethyl]-1-methylcarbapen-2-em-3-carboxylate → HCID 178462313, compound

HRID 1603513Notes

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]([NH:29][CH2:30][C:31]1[S:35][C:34]2=[CH:36][N:37]=[CH:38][N:33]2[CH:32]=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:37]3[CH:36]=[C:34]4[S:35][C:31]([CH2:30][NH:29][CH:27]=[O:28])=[CH:32][N+:33]4=[CH:38]3)[C@H:15]([CH3:16])[C@H:11]12)[CH3:9]

Participants

Reactant 2

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

HCID 19605016HCID 19605016, compound

Product 1

HCID 178462313HCID 178462313, compoundYield 5%

Procedure

The same procedure as in Example 1 was repeated except that 97.2 mg of allyl (1S,5R,6S)-6-[(1R)-1-allyloxycarbonyloxyethyl]-2-hydroxymethyl-1-methyl-1-carbapen-2-em-3-carboxylate and 73.0 mg of 2-(formylamino)methylimidazo[5,1-b]thiazole were used, thereby obtaining 5.4 mg of the title compound.

Sources & evidence

ORD record: ord-8f38d8b02cce44c19cbf27e01dfafbde
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05990101

Reaction notes

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