allyl (1S,5R,6S)-2-(hydroxymethyl)-6-[1(R)-allyloxycarbonyloxy-ethyl]-1-methylcarbapen-2-em-3-carboxylate → HCID 178462297, compound

HRID 1603456Notes

Reaction equation

HRID 1603456 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]([CH2:30][C:31]1[N:32]2[CH:38]=[N:37][CH:36]=[C:33]2[S:34][CH:35]=1)(=[O:29])[NH2:28]>>[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:33]4[S:34][CH:35]=[C:31]([CH2:30][C:27](=[O:29])[NH2:28])[N+:32]4=[CH:38]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 19605193HCID 19605193, compound

Product 1

HCID 178462297HCID 178462297, compoundYield 3.9%

Procedure

The same procedure as in Example 1 was repeated except that 95 mg of allyl (1S,5R,6S)-6-[(1R)-1-allyloxycarbonyloxyethyl]-2-hydroxymethyl-1-methyl-1-carbapen-2-em-3-carboxylate and 70 mg of 3-carbamoylmethylimidazo[5,1-b]thiazole were used, thereby obtaining 4.1 mg of the title compound.

Sources & evidence

ORD record
ord-4c8e45a6189b4ec0bb956fe029a3c51e
Source dataset
uspto-grants-1999_11
Patent number
US05990101

Reaction notes

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