(1S)-2-Chloro-1-methyl-2-oxoethyl acetate → HCID 54082255, compound

HRID 379893

Reaction equation

HRID 379893 reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH:7]=[C:8]([C:11]([C:13]2[N:14]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:15]3[C:20]([C:21]=2[NH2:22])=[CH:19][CH:18]=[C:17]([Cl:23])[CH:16]=3)=[O:12])[O:9][CH:10]=1)(=[O:3])[CH3:2].[C:29]([O:32][C@@H:33]([CH3:37])[C:34](Cl)=[O:35])(=[O:31])[CH3:30]>>[C:1]([O:4][CH2:5][C:6]1[CH:7]=[C:8]([C:11]([C:13]2[N:14]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:15]3[C:20]([C:21]=2[NH:22][C:34](=[O:35])[C@@H:33]([O:32][C:29](=[O:31])[CH3:30])[CH3:37])=[CH:19][CH:18]=[C:17]([Cl:23])[CH:16]=3)=[O:12])[O:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 11094804(1S)-2-Chloro-1-methyl-2-oxoethyl acetateHCID 183679072-(4-Acetoxymethyl-2-furoyl)-3-amino-6-chloro-1-(ethoxycarbonyl)indole

Product 1

HCID 54082255HCID 54082255, compound

Procedure

The title compound was prepared according to the procedure described in step 1 of Example 2 (Method A) employing 2-(4-acetoxymethyl-2-furoyl)-3-amino-6-chloro-1-(ethoxycarbonyl)indole (Example 373, step 2) and (S)-(−)-2-acetoxypropionyl chloride. 1H-NMR (CDCl3) δ: 10.03 (1H, br s), 8.26 (1H, d, J=1.81 Hz), 8.21 (1H, d, J=8.74 Hz), 7.62 (1H, s),7.30 (1H, dd, J=8.74 Hz, 1.81 Hz), 7.28 (1H, s), 5.38 (1H, q, J=6.92 Hz), 4.99 (2H, s), 4.12 (2H, q, J=7.09 Hz), 2.08 (3H, s), 2.04 (3H, s), 1.59 (3H, d, J=6.92 Hz), 1.26 (3H, t, J=7.09 Hz).

Sources & evidence

ORD record
ord-d80f50ef0a29417ab3cde37cd9e2fb22
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Linked notes

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