Acetone Cyanohydrin → 2-Cyclopropyl-2,5,5-trimethyl-piperazine-1-carboxylic acid tert-butyl ester

HRID 2279191Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:17][C:12]2([CH2:16]CC[CH2:13]2)[NH:11][CH2:10][C:9]1([CH3:19])[CH3:18])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:20]1(C(N)(C)CN)C[CH2:21]1.CC(C)(O)C#N>>[C:1]([O:5][C:6]([N:8]1[CH2:17][C:12]([CH3:13])([CH3:16])[NH:11][CH2:10][C:9]1([CH:18]1[CH2:21][CH2:20]1)[CH3:19])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

Reactant 3

HCID 6406Acetone Cyanohydrin

HCID 435194892-Cyclopropylpropane-1,2-diamine

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

Product 1

HCID 900135192-Cyclopropyl-2,5,5-trimethyl-piperazine-1-carboxylic acid tert-butyl ester

Procedure

2-Cyclopropyl-2,5,5-trimethyl-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 2-cyclopropyl-propane-1,2-diamine and acetone cyanohydrin.

Sources & evidence

ORD record: ord-9a56a732fd3048c58d6e22437dfc6cf2
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09133181B2

Reaction notes

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