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

HRID 213988Notes

Reaction equation

HRID 213988 reaction equation
[C:42]([O:43][BH-:44]([O:45][C:46](=[O:47])[CH3:48])[O:49][C:50](=[O:51])[CH3:52])(=[O:53])[CH3:54].[C:63]([OH:64])(=[O:65])[CH3:66].[CH2:1]([CH3:2])[c:3]1[c:4](-[c:12]2[n:13][n:14][c:15](-[c:17]3[cH:18][cH:19][c:20]([CH2:25][CH:26]([CH3:27])[CH3:28])[c:21]([C:22]#[N:23])[cH:24]3)[s:16]2)[cH:5][cH:6][cH:7][c:8]1[CH2:9][CH:10]=[O:11].[CH3:38][C:39](=[O:40])[O-:41].[CH3:56][CH2:57][OH:58].[Cl:59][CH2:60][Cl:61].[NH:29]1[CH2:30][CH:31]([C:33](=[O:34])[O:35][CH3:36])[CH2:32]1.[Na+:37].[Na+:55].[OH2:62]>>[CH2:1]([CH3:2])[c:3]1[c:4](-[c:12]2[n:13][n:14][c:15](-[c:17]3[cH:18][cH:19][c:20]([CH2:25][CH:26]([CH3:27])[CH3:28])[c:21]([C:22]#[N:23])[cH:24]3)[s:16]2)[cH:5][cH:6][cH:7][c:8]1[CH2:9][CH2:10][N:29]1[CH2:30][CH:31]([C:33](=[O:34])[O:35][CH3:36])[CH2:32]1

Participants

10

Reactant 9

HCID 175AcetateHCID 176Acetic AcidHCID 702EthanolHCID 923Sodium ion2×HCID 962WaterHCID 6344DichloromethaneHCID 2724942TriacetoxyborohydrideHCID 20132751Methyl azetidine-3-carboxylateHCID 86659001HCID 86659001, compound

Product 1

HCID 66981952Methyl 1-[2-(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,3,4-thiadiazol-2-yl}-2-ethylphenyl)ethyl]-3-azetidinecarboxylate

Sources & evidence

ORD record
ord-1f78c1f2011a4d02b324c62bfea6bb0e
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

Loading…