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

HRID 2000153

Reaction equation

HRID 2000153 reaction equation
[NH2:1][CH2:2][c:3]1[cH:8][cH:7][cH:6][cH:5][cH:4]1.[CH3:9][C:10]([O:13][C:14]([N:16]1[CH2:22][C@@H:21]([C@H:19]2[CH2:18][CH2:17]1)[O:20]2)=[O:15])([CH3:12])[CH3:11]>>[CH3:9][C:10]([O:13][C:14]([N:16]1[CH2:22][C@@H:21]([OH:20])[C@H:19]([NH:1][CH2:2][c:3]2[cH:8][cH:7][cH:6][cH:5][cH:4]2)[CH2:18][CH2:17]1)=[O:15])([CH3:12])[CH3:11]

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 25563Iridium trichlorideReagentHCID 6342AcetonitrileSolventHCID 117669-PhenylanthraceneInternal standard

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-599413b422854f9ab5c9905f9d6853a2
Source dataset
39k HTE dataset from Pfizer
Original link
View source

Linked notes

Loading…