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Bicarbonate Ion → benzyl rac-(3R,4R)-3-(benzyloxy)-4-[(tert-butoxycarbonyl)amino]pyrrolidine-1-carboxylate

HRID 675549
Notes
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Reaction equation

HRID 675549 reaction equation
[Br:27][CH2:28][c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1.[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH:9]1[CH2:10][N:11]([C:15](=[O:16])[O:17][CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[CH2:12][CH:13]1[OH:14].[CH2:40]1[O:41][CH2:42][CH2:43][CH2:44]1.[Cl:45][CH2:46][Cl:47].[H-:26].[Na+:25].[Na+:39].[O-:35][C:36]([OH:37])=[O:38]>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH:9]1[CH2:10][N:11]([C:15](=[O:16])[O:17][CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[CH2:12][CH:13]1[O:14][CH2:28][c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1
ParticipantsSources & evidenceReaction notes

Participants

8

Reactant 7

HCID 769Bicarbonate IonHCID 923Sodium Ion2×HCID 6344DichloromethaneHCID 7498Benzyl BromideHCID 8028TetrahydrofuranHCID 166653HydrideHCID 66787842Benzyl 3-((tert-butoxycarbonyl)amino)-4-hydroxypyrrolidine-1-carboxylate

Product 1

HCID 67004932benzyl rac-(3R,4R)-3-(benzyloxy)-4-[(tert-butoxycarbonyl)amino]pyrrolidine-1-carboxylate

Sources & evidence

ORD record
ord-2109ae03eb3a4eaf9cc11d34f5c7ef29
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes