Propargyl bromide → (2R)-1-(tert-Butoxycarbonyl)-4-(2-methylprop-2-en-1-yl)piperazine-2-carboxylic acid

HRID 603251Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]#[CH:16])[CH2:10][C@@H:9]1[C:17]([OH:19])=[O:18])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:20](OC(N1CCN(C(C)C)C[C@@H]1C(O)=O)=O)(C)(C)C.C(Br)C#C>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]([CH3:20])=[CH2:16])[CH2:10][C@@H:9]1[C:17]([OH:19])=[O:18])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 3

HCID 7842Propargyl bromide

HCID 51440433(2R)-1-(tert-butoxycarbonyl)-4-isopropylpiperazine-2-carboxylic acid

HCID 57656800(2R)-1-(tert-Butoxycarbonyl)-4-(prop-2-yn-1-yl)piperazine-2-carboxylic acid

Product 1

HCID 59846065(2R)-1-(tert-Butoxycarbonyl)-4-(2-methylprop-2-en-1-yl)piperazine-2-carboxylic acid

Procedure

(2R)-1-(tert-Butoxycarbonyl)-4-(prop-2-yn-1-yl)piperazine-2-carboxylic acid used in Route E1 was prepared using the procedure described for (2R)-1-(tert-butoxycarbonyl)-4-isopropylpiperazine-2-carboxylic acid above but using prop-2-ynyl bromide.

Workup

customwas prepared

Sources & evidence

ORD record: ord-7a9ac3dbc7fa4fb593a3def31ed1cc01
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07906645B2

Reaction notes

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