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180975-66-0

180975-66-0 Structure

180975-66-0 Structure
IdentificationBack Directory
[Name]

tert-butyl (2R,6S)-2,6-dimethylpiperazine-1-carboxylate
[CAS]

180975-66-0
[Synonyms]

cis-1-Boc-2,6-diMethylpiperazine
1-Boc-(2S,6R)-2,6-diMethylpiperazine
cis-tert-Butyl 2,6-dimethylpiperazine-1-carboxylate
tert-butyl cis-2,6-dimethylpiperazine-1-carboxylate
tert-butyl (2R,6S)-2,6-dimethylpiperazine-1-carboxylate
(2R,6S)-tert-Butyl 2,6-diMethylpiperazine-1-carboxylate
tert-butyl (2S,6R)-2,6-dimethylpiperazine-1-carboxylate
rel-(2R,6S)-tert-Butyl 2,6-dimethylpiperazine-1-carboxylate
(2R,6S)-rel-tert-Butyl 2,6-dimethylpiperazine-1-carboxylate
cis-2,6-Dimethyl-1-piperazinecarboxylic acid 1,1-dimethylethyl ester
tert-butyl (2R,6S)-2,6-dimethylpiperazine-1-carboxylate ISO 9001:2015 REACH
1-Piperazinecarboxylic acid, 2,6-diMethyl-, 1,1-diMethylethyl ester, (2R,6S)-
1-Piperazinecarboxylic acid, 2,6-dimethyl-, 1,1-dimethylethyl ester, (2R,6S)-rel-
[Molecular Formula]

C11H22N2O2
[MDL Number]

MFCD09265026
[MOL File]

180975-66-0.mol
[Molecular Weight]

214.31
Chemical PropertiesBack Directory
[Boiling point ]

279.7±15.0 °C(Predicted)
[density ]

0.970±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[pka]

8.53±0.60(Predicted)
[Appearance]

White to light yellow Solid
[InChI]

InChI=1/C11H22N2O2/c1-8-6-12-7-9(2)13(8)10(14)15-11(3,4)5/h8-9,12H,6-7H2,1-5H3/t8-,9+
[InChIKey]

RBOGBIZGALIITO-DTORHVGONA-N
[SMILES]

N1(C(OC(C)(C)C)=O)[C@@H](C)CNC[C@H]1C |&1:8,13,r|
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H335-H315-H319
[Precautionary statements ]

P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Questions And AnswerBack Directory
[Application]

1-BOC-(2S,6R)-2,6-dimethylpiperazine is a commonly used drug design fragment. It can be obtained by selectively protecting (2S,6R)-2,6-dimethylpiperazine with CbzCl, then protecting the remaining secondary amine with Boc anhydride, and finally removing the Cbz protection to obtain the title compound.
Spectrum DetailBack Directory
[Spectrum Detail]

tert-butyl (2R,6S)-2,6-dimethylpiperazine-1-carboxylate(180975-66-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

A solution of 4-benzyl-1-tert-butyl(2R,6S)-2,6-dimethylpiperazine-1,4-dicarboxylate (6.350g, 18.224mmol) in ethanol (150mL) was slowly added dropwise to a stirring solution of 10% Pd/C (1g) at room temperature. The reaction mixture was stirred under a hydrogen atmosphere (H2 balloon) at the same temperature for 17 hours. The mixture was filtered through a diatomaceous earth pad to remove solids and concentrated under reduced pressure. tert-butyl (2R,6S)-2,6-dimethylpiperazine-1-carboxylate was obtained without further purification (3.820g, 97.8%, yellow oily substance).
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