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Hydrochloric Acid → 4'-O-Benzyloxy(3S,4S)-Ezetimibe

HRID 173523
Notes
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Reaction equation

HRID 173523 reaction equation
[BH4-:62].[CH2:64]1[O:65][CH2:66][CH2:67][CH2:68]1.[CH3:1][B:2]1[N:3]2[CH2:4][CH2:5][CH2:6][CH:7]2[C:8]([c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)([c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[O:21]1.[CH3:59][S:60][CH3:61].[CH3:69][OH:70].[ClH:63].[F:22][c:23]1[cH:24][cH:25][c:26]([N:29]2[C:30](=[O:58])[CH:31]([CH2:47][CH2:48][C:49](=[O:50])[c:51]3[cH:52][cH:53][c:54]([F:57])[cH:55][cH:56]3)[CH:32]2[c:33]2[cH:34][cH:35][c:36]([O:39][CH2:40][c:41]3[cH:42][cH:43][cH:44][cH:45][cH:46]3)[cH:37][cH:38]2)[cH:27][cH:28]1>>[F:22][c:23]1[cH:24][cH:25][c:26]([N:29]2[C:30](=[O:58])[CH:31]([CH2:47][CH2:48][CH:49]([OH:50])[c:51]3[cH:52][cH:53][c:54]([F:57])[cH:55][cH:56]3)[CH:32]2[c:33]2[cH:34][cH:35][c:36]([O:39][CH2:40][c:41]3[cH:42][cH:43][cH:44][cH:45][cH:46]3)[cH:37][cH:38]2)[cH:27][cH:28]1
ParticipantsSources & evidenceReaction notes

Participants

8

Reactant 7

HCID 313Hydrochloric AcidHCID 887MethanolHCID 1068Dimethyl SulfideHCID 8028TetrahydrofuranHCID 28123BorohydrideHCID 5510901-Methyl-3,3-diphenyltetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole
HCID 53394972
4-[4-(Benzyloxy)phenyl]-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one

Product 1

HCID 533949454'-O-Benzyloxy(3S,4S)-Ezetimibe

Sources & evidence

ORD record
ord-83ff800b94524103b1c03a3b04da191e
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes