Acetate → 2-{3-Benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-cyclopropanecarboxylic Acid Ethyl Ester

HRID 141825

Reaction equation

HRID 141825 reaction equation
[C:42]([O-:43])(=[O:44])[CH3:45].[C:47]([O-:48])(=[O:49])[CH3:50].[C:51]([O-:52])(=[O:53])[CH3:54].[CH2:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)[O:8][c:9]1[c:10]([N:17]2[CH2:18][C:19](=[O:30])[N:20]([CH2:24][CH2:25][Si:26]([CH3:27])([CH3:28])[CH3:29])[S:21]2(=[O:22])=[O:23])[cH:11][cH:12][c:13]([CH:15]=[CH2:16])[cH:14]1.[CH2:39]([Cl:40])[Cl:41].[N+:31](=[N-:32])=[CH:33][C:34](=[O:35])[O:36][CH2:37][CH3:38].[Rh+3:46]>>[CH2:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)[O:8][c:9]1[c:10]([N:17]2[CH2:18][C:19](=[O:30])[N:20]([CH2:24][CH2:25][Si:26]([CH3:27])([CH3:28])[CH3:29])[S:21]2(=[O:22])=[O:23])[cH:11][cH:12][c:13]([CH:15]2[CH2:16][CH:33]2[C:34](=[O:35])[O:36][CH2:37][CH3:38])[cH:14]1

Participants

6

Reactant 5

HCID 175Acetate3×HCID 6344DichloromethaneHCID 12192Ethyl diazoacetateHCID 167511Rhodium(3+)HCID 667565425-(2-Benzyloxy-4-vinylphenyl)-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one

Product 1

HCID 688399182-{3-Benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-cyclopropanecarboxylic Acid Ethyl Ester

Sources & evidence

ORD record
ord-867ae989b7c84394b2eed5d800d4af78
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Linked notes

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