Ethyl 4-chloroacetoacetate → HCID 131727854, compound

HRID 1993731Notes

Reaction equation

HRID 1993731 reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:17]([O:23][C:24](=[O:26])[CH3:25])[CH2:16][S:15][C@H:6]1[O:7][C:8]1[C:9]([NH2:14])=[N:10][CH:11]=[CH:12][CH:13]=1)(=[O:3])[CH3:2].[CH2:27]([O:29][C:30](=[O:36])[CH2:31][C:32](=O)[CH2:33]Cl)[CH3:28]>>[CH2:27]([O:29][C:30](=[O:36])[CH2:31][C:32]1[N:14]=[C:9]2[C:8]([O:7][C@@H:6]3[S:15][CH2:16][C@@H:17]([O:23][C:24](=[O:26])[CH3:25])[C@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:5]3[O:4][C:1](=[O:3])[CH3:2])=[CH:13][CH:12]=[CH:11][N:10]2[CH:33]=1)[CH3:28]

Participants

3

Reactant 2

HCID 69484Ethyl 4-chloroacetoacetateHCID 68545098HCID 68545098, compound

Product 1

HCID 131727854HCID 131727854, compoundYield 54%

Procedure

By carrying out the process in a manner similar to process A of example 1, starting from 2-amino-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside and 4-chloro-3-oxobutanoic acid ethyl ester, the desired product is obtained in the form of a white solid with a yield of 54%.

Sources & evidence

ORD record
ord-3ecb69e8d78346259c88b5ca8f861253
Source dataset
uspto-grants-2010_01
Patent number
US07652032B2

Reaction notes

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