Tert-butyl 4-hydroxypiperidine-1-carboxylate → HCID 18914097, compound

HRID 1292039Notes

Reaction equation

HRID 1292039 reaction equation
[F:1][C:2]1[C:3]([OH:14])=[CH:4][C:5]([O:12][CH3:13])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].[C:15]([N:22]1[CH2:27][CH2:26][CH:25](O)[CH2:24][CH2:23]1)([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16]>CCOC(C)=O>[C:18]([O:17][C:15]([N:22]1[CH2:27][CH2:26][CH:25]([O:14][C:3]2[C:2]([F:1])=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[C:5]([O:12][CH3:13])[CH:4]=2)[CH2:24][CH2:23]1)=[O:16])([CH3:21])([CH3:19])[CH3:20]

Participants

4

Reactant 2

HCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 18914108Methyl 5-fluoro-4-hydroxy-2-methoxybenzoate

Product 1

HCID 18914097HCID 18914097, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Methyl 5-fluoro-4-hydroxy-2-methoxybenzoate from step 4 above was coupled to N-Boc-4-piperidinol using Mitsunobu conditions as given in step 4 of Example 1. Methyl 4-(N-t-butyloxycarbonyl-4-piperidinyloxy)-5-fluoro-2-methoxybenzoate was obtained as a gum (TLC Rf = 0.19 (3:7 EtOAc:hexanes); HPLC (method A) retention time= 9.9 min).

Sources & evidence

ORD record
ord-997cc02a98d944189e6c08e5d8e1880f
Source dataset
uspto-grants-1998_05
Patent number
US05756497

Reaction notes

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