(3S,4R)-1-(tert-Butoxycarbonyl)-4-phenylpiperidine-3-carboxylic acid → 1-(2,5-Xylyl)piperazine

HRID 2065766Notes

Reaction equation

HRID 2065766 reaction equation
C(N1CC[C@@H](C2C=CC=CC=2)[C@H](C(O)=O)C1)(OC(C)(C)C)=O.C(OC(N1CC[C@@H](C2C=CC=CC=2)[C@H](C([N:44]2[CH2:49][CH2:48][N:47]([C:50]3[CH:55]=[C:54]([CH3:56])[CH:53]=[CH:52][C:51]=3[CH3:57])[CH2:46][CH2:45]2)=O)C1)=O)(C)(C)C>>[CH3:57][C:51]1[CH:52]=[CH:53][C:54]([CH3:56])=[CH:55][C:50]=1[N:47]1[CH2:46][CH2:45][NH:44][CH2:49][CH2:48]1

Participants

3

Reactant 2

HCID 67330323(3S,4R)-1-(tert-Butoxycarbonyl)-4-phenylpiperidine-3-carboxylic acidHCID 68963072HCID 68963072, compound

Product 1

HCID 705421-(2,5-Xylyl)piperazine

Procedure

In analogy to example 1, step 1, from trans-N-Boc-4-phenyl-nipecotic acid (CAS Reg. No.: [170838-49-0]) and 1-(2,5-dimethylphenyl)piperazine was prepared trans-3-[4-(2,5-dimethyl-phenyl)-piperazine-1-carbonyl]-4-phenyl-piperidine-1-carboxylic acid tert-butyl ester as a white foam, MS: 478.2 ([M+H])+.

Sources & evidence

ORD record
ord-c65a24cf3ffb4ef0844fd3601c38147e
Source dataset
uspto-grants-2012_10
Patent number
US08288541B2

Reaction notes

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