HCID 13911071, compound → HCID 131716297, compound

HRID 330709Notes

Reaction equation

[C:1]([CH:4](/[CH:8]=[CH:9]\[F:10])[C:5](O)=[S:6])(=[O:3])[NH2:2].[NH2:11][C@H:12]1[CH2:16][O:15][N:14]([C:17]2([C:23]([O:25][CH:26]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[O:24])[CH2:21][CH2:20][C:19](=[O:22])[O:18]2)[C:13]1=[O:39]>>[C:1]([CH:4](/[CH:8]=[CH:9]\[F:10])[C:5]([NH:11][C@H:12]1[CH2:16][O:15][N:14]([C:17]2([C:23]([O:25][CH:26]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[O:24])[CH2:21][CH2:20][C:19](=[O:22])[O:18]2)[C:13]1=[O:39])=[S:6])(=[O:3])[NH2:2]

Participants

Reactant 2

HCID 13911071HCID 13911071, compound

HCID 178513894HCID 178513894, compound

Product 1

HCID 131716297HCID 131716297, compound

Procedure

A procedure similar to Example 1 (a), using 179 mg of (Z)-2-carbamoyl-2-fluorovinylthioacetic acid and 356 mg of benzhydryl ester of a deacetyl compound of TAN-588, gave 358 mg of benzhydryl 2-{(4S)-4-[(Z)-2-carbamoyl-2-fluorovinylthioacetamido]-3-oxo-2-isoxazolidinyl}-5-oxo-2-tetrahydrofurancarboxylate.

Sources & evidence

ORD record: ord-5647843727ec4a09b3e9e1e01ddf6b4c
Source dataset: uspto-grants-1990_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04897489

Reaction notes

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