(2S,4S)-1-tert-butyl 2-methyl-4-hydroxypiperidine-1,2-dicarboxylate → HCID 89776152, compound

HRID 1477525Notes

Reaction equation

HRID 1477525 reaction equation
[CH3:1]OC([C@@H]1C[C@@H](O)CCN1C(OC(C)(C)C)=O)=O.[CH3:19][O:20][C:21]([C@@H:23]1[CH2:27][C@H:26]([NH2:28])[CH2:25][N:24]1[CH2:29][CH:30]1[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1)=[O:22]>>[CH3:19][O:20][C:21]([C@@H:23]1[CH2:27][C@H:26]([NH2:28])[CH2:25][CH2:1][N:24]1[CH2:29][CH:30]1[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]1)=[O:22]

Participants

3

Reactant 2

HCID 7010734(2S,4S)-1-tert-butyl 2-methyl-4-hydroxypiperidine-1,2-dicarboxylateHCID 89776163(2S,4S)-4-amino-1-cyclohexylmethyl-pyrrolidine-2-carboxylic acid methyl ester

Product 1

HCID 89776152HCID 89776152, compound

Procedure

(2S,4R)-4-amino-1-cyclohexylmethyl-piperidine-2-carboxylic acid methyl ester was prepared from (2S,4S)-4-hydroxy-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester in a similar reaction sequence used in the preparation of (2S,4S)-4-amino-1-cyclohexylmethyl-pyrrolidine-2-carboxylic acid methyl ester. MS caled. for C14H27N2O2 [(M+H)+] 255, obsd. 255.

Sources & evidence

ORD record
ord-d4d557b14ce4495a9ca485fbcfba87bf
Source dataset
uspto-grants-2016_08
Patent number
US09403805B2

Reaction notes

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