(2R)-1-[(tert-butoxy)carbonyl]piperidine-2-carboxylic acid → HCID 52344966, compound

HRID 2071107Notes

Reaction equation

HRID 2071107 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([C@H:7]2[CH2:11][CH2:10][CH2:9][NH:8]2)[S:5][CH:6]=1.[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][CH2:22][CH2:21][C@@H:20]1[C:25](O)=O)=[O:18])([CH3:15])([CH3:14])[CH3:13]>>[CH3:1][C:2]1[N:3]=[C:4]([C@H:7]2[CH2:11][CH2:10][CH2:9][CH2:12][NH:8]2)[S:5][CH:6]=1.[CH3:11][C:7]1[N:8]=[C:25]([C@H:20]2[CH2:21][CH2:22][CH2:23][CH2:24][N:19]2[C:17]([O:16][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:18])[S:5][CH:4]=1

Participants

4

Reactant 2

HCID 688618(2R)-1-[(tert-butoxy)carbonyl]piperidine-2-carboxylic acidHCID 42078478HCID 42078478, compound

Product 2

HCID 52344966HCID 52344966, compoundHCID 68671640HCID 68671640, compound

Procedure

(R)-4-methyl-2-(piperidin-2-yl)thiazole was prepared following the same procedure as in the preparation of (R)-4-methyl-2-(pyrrolidin-2-yl)thiazole starting from the commercially available (R)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid (Aldrich) to obtain (R)-tert-butyl 2-(4-methylthiazol-2-yl)piperidine-1-carboxylate which was deprotected using standard TFA conditions to obtain the desired product.

Sources & evidence

ORD record
ord-62a604db2cf84bd693138c0ad529a812
Source dataset
uspto-grants-2012_10
Patent number
US08299267B2

Reaction notes

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