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Benzylamine → tert-butyl (3R,4R)-4-(benzylamino)-3-hydroxypiperidine-1-carboxylate

HRID 2000259
Notes
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Reaction equation

HRID 2000259 reaction equation
[CH3:1][C:2]([O:5][C:6]([N:8]1[CH2:14][C@@H:13]([C@H:11]2[CH2:10][CH2:9]1)[O:12]2)=[O:7])([CH3:4])[CH3:3].[NH2:15][CH2:16][c:17]1[cH:22][cH:21][cH:20][cH:19][cH:18]1>>[CH3:1][C:2]([O:5][C:6]([N:8]1[CH2:14][C@@H:13]([OH:12])[C@H:11]([NH:15][CH2:16][c:17]2[cH:22][cH:21][cH:20][cH:19][cH:18]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])[CH3:3]
ParticipantsConditionsSources & evidenceReaction notes

Participants

6

Reactant 2

HCID 7504BenzylamineHCID 55273474tert-butyl (1S,6R)-7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylate

Product 1

HCID 67335553tert-butyl (3R,4R)-4-(benzylamino)-3-hydroxypiperidine-1-carboxylate

Reagents, catalysts & solvents 3

HCID 9812778Titanium(4+) fluorideReagentHCID 6344DichloromethaneSolventHCID 117669-PhenylanthraceneInternal standard

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-6fbaa393b58146edbb7fee639e352eb9
Source dataset
39k HTE dataset from Pfizer
DOI
10.1038/s41557
Original link
View source

Reaction notes

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On this pageParticipantsConditionsSources & evidenceReaction notes