Acetone Cyanohydrin → 2-Isopropyl-5,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester

HRID 2279193Notes

Reaction equation

[C:1]([O:5][C:6](N1CC2(CCCC2)NCC1(C)C)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:20][CH:21]([CH3:26])[CH:22]([NH2:25])[CH2:23][NH2:24].[CH3:27][C:28]([CH3:32])(O)[C:29]#N>>[C:1]([O:5][C:6]([N:25]1[CH2:27][C:28]([CH3:32])([CH3:29])[NH:24][CH2:23][CH:22]1[CH:21]([CH3:26])[CH3:20])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 3

HCID 6406Acetone Cyanohydrin

HCID 30642243-Methylbutane-1,2-diamine

HCID 86680337tert-Butyl 8,8-dimethyl-6,9-diazaspiro[4.5]decane-9-carboxylate

Product 1

HCID 866865372-Isopropyl-5,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester

Procedure

2-Isopropyl-5,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester was synthesized in analogy to 8,8-dimethyl-6,9-diaza-spiro[4.5]decane-9-carboxylic acid tert-butyl ester starting from 3-methyl-butane-1,2-diamine and acetone cyanohydrin.

Sources & evidence

ORD record: ord-07ae83429bee489fa8348eba49f7b450
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09133181B2

Reaction notes

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