Acetate → Methyl 1-[2-(2-ethyl-3-{5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}phenyl)ethyl]-3-azetidinecarboxylate

HRID 2309935Notes

Reaction equation

HRID 2309935 reaction equation
[C:44]([O:45][BH-:46]([O:47][C:48](=[O:49])[CH3:50])[O:51][C:52](=[O:53])[CH3:54])(=[O:55])[CH3:56].[C:64]([OH:65])(=[O:66])[CH3:67].[CH2:1]([CH3:2])[c:3]1[c:4]([CH2:28][CH:29]=[O:30])[cH:5][cH:6][cH:7][c:8]1-[c:9]1[s:10][c:11](-[c:14]2[cH:15][c:16]([C:24]([F:25])([F:26])[F:27])[c:17]([O:20][CH:21]([CH3:22])[CH3:23])[cH:18][cH:19]2)[n:12][n:13]1.[CH3:40][C:41](=[O:42])[O-:43].[CH3:58][OH:59].[Cl:60][CH2:61][Cl:62].[NH:31]1[CH2:32][CH:33]([C:35](=[O:36])[O:37][CH3:38])[CH2:34]1.[Na+:39].[Na+:57].[OH2:63]>>[CH2:1]([CH3:2])[c:3]1[c:4]([CH2:28][CH2:29][N:31]2[CH2:32][CH:33]([C:35](=[O:36])[O:37][CH3:38])[CH2:34]2)[cH:5][cH:6][cH:7][c:8]1-[c:9]1[s:10][c:11](-[c:14]2[cH:15][c:16]([C:24]([F:25])([F:26])[F:27])[c:17]([O:20][CH:21]([CH3:22])[CH3:23])[cH:18][cH:19]2)[n:12][n:13]1

Participants

10

Reactant 9

HCID 175AcetateHCID 176Acetic AcidHCID 887MethanolHCID 923Sodium ion2×HCID 962WaterHCID 6344DichloromethaneHCID 2724942TriacetoxyborohydrideHCID 20132751Methyl azetidine-3-carboxylateHCID 86658999(2-Ethyl-3-{5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}phenyl)acetaldehyde

Product 1

HCID 66981783Methyl 1-[2-(2-ethyl-3-{5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}phenyl)ethyl]-3-azetidinecarboxylate

Sources & evidence

ORD record
ord-e309943d56d94868904ce265c3b01d67
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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