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

HRID 311509Notes

Reaction equation

HRID 311509 reaction equation
[C:41]([O:42][BH-:43]([O:44][C:45](=[O:46])[CH3:47])[O:48][C:49](=[O:50])[CH3:51])(=[O:52])[CH3:53].[C:61]([OH:62])(=[O:63])[CH3:64].[CH3:37][C:38](=[O:39])[O-:40].[CH3:55][OH:56].[Cl:1][c:2]1[cH:3][c:4](-[c:12]2[n:13][n:14][c:15](-[c:17]3[c:18]([CH2:26][CH3:27])[c:19]([CH2:23][CH:24]=[O:25])[cH:20][cH:21][cH:22]3)[s:16]2)[cH:5][cH:6][c:7]1[O:8][CH:9]([CH3:10])[CH3:11].[Cl:57][CH2:58][Cl:59].[NH:28]1[CH2:29][CH:30]([C:32](=[O:33])[O:34][CH3:35])[CH2:31]1.[Na+:36].[Na+:54].[OH2:60]>>[Cl:1][c:2]1[cH:3][c:4](-[c:12]2[n:13][n:14][c:15](-[c:17]3[c:18]([CH2:26][CH3:27])[c:19]([CH2:23][CH2:24][N:28]4[CH2:29][CH:30]([C:32](=[O:33])[O:34][CH3:35])[CH2:31]4)[cH:20][cH:21][cH:22]3)[s:16]2)[cH:5][cH:6][c:7]1[O:8][CH:9]([CH3:10])[CH3:11]

Participants

10

Reactant 9

HCID 175AcetateHCID 176Acetic AcidHCID 887MethanolHCID 923Sodium ion2×HCID 962WaterHCID 6344DichloromethaneHCID 2724942TriacetoxyborohydrideHCID 20132751Methyl azetidine-3-carboxylateHCID 58494137HCID 58494137, compound

Product 1

HCID 58494096Methyl 1-{2-[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-ethylphenyl]ethyl}-3-azetidinecarboxylate

Sources & evidence

ORD record
ord-1cfadb8814c4491e9efb6ed4211cedbb
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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