HCID 53688290, compound → HCID 54379097, compound

HRID 249366Notes

Reaction equation

[CH3:1][CH:2]([CH3:27])[CH2:3][C@H:4]([NH:13][C:14]([C@@H:16]1[O:20][S:19](=[O:21])[O:18][C@H:17]1[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[O:15])[C:5](=[O:12])[NH:6][CH2:7][CH2:8][CH:9]([CH3:11])[CH3:10].[OH:28][C@H]([C@@H](O)C(=O)N[C@H](C(=O)NCCC(C)C)CC(C)C)C(OCC)=O>>[CH3:1][CH:2]([CH3:27])[CH2:3][C@H:4]([NH:13][C:14]([C@@H:16]1[O:20][S:19](=[O:28])(=[O:21])[O:18][C@H:17]1[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[O:15])[C:5](=[O:12])[NH:6][CH2:7][CH2:8][CH:9]([CH3:10])[CH3:11]

Participants

Reactant 2

HCID 53688290HCID 53688290, compound

HCID 54321786HCID 54321786, compound

Product 1

HCID 54379097HCID 54379097, compound

Procedure

Following the same procedures as in Example 3, ethyl (4R,5R)-5-[(S)-3-methyl-1-(3-methylbutylcarbamoyl)butylcarbamoyl]-1,3,2-dioxathiolane-4-carboxylate-2-oxide was prepared from ethyl (2R,3R)-2,3-dihydroxy-3-[(S)-3-methyl-1-(3-methylbutylcarbamoyl)butylcarbamoyl]propionate (40 mg). Subsequently, 30 mg of a target compound were obtained following the same procedures as in Example 4. NMR data of the compound were as follows.

Sources & evidence

ORD record: ord-881e0900f41e437f820932ab56a9cc92
Source dataset: uspto-grants-1993_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05214056

Reaction notes

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