Cinnamylpiperazine → HCID 54112362, compound

HRID 1982505Notes

Reaction equation

O.[C:2]([O:6][C:7]([NH:9][C@H:10]([C:15]([OH:17])=O)[CH2:11][CH:12]([CH3:14])[CH3:13])=[O:8])([CH3:5])([CH3:4])[CH3:3].[CH2:18]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)[CH:19]=[CH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C1(C(C2C=CC=CC=2)N2CCN(C([C@@H](NC(=O)OC(C)(C)C)CC(C)C)=O)CC2)C=CC=CC=1>>[CH2:18]([N:27]1[CH2:32][CH2:31][N:30]([C:15]([C@@H:10]([NH:9][C:7](=[O:8])[O:6][C:2]([CH3:3])([CH3:4])[CH3:5])[CH2:11][CH:12]([CH3:13])[CH3:14])=[O:17])[CH2:29][CH2:28]1)[CH:19]=[CH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

Reactant 3

HCID 86803Cinnamylpiperazine

HCID 12373896N-Boc-L-Leucine Hydrate

HCID 13455629HCID 13455629, compound

Product 1

HCID 54112362HCID 54112362, compoundYield 86%

Procedure

Tert-butoxycarbonyl-L-leucine monohydrate (7.47 g) and 1-cinnamylpiperazine (6.06 g) were condensed in the same manner as employed in the preparation of tert-butyl (s)-1-(4-diphenylmethylpiperazine-1-yl carbonyl)-3-methylbutylcarbamate to yield 10.7 g of tert-butyl (s)-1-(4-cinnamylpiperazine-1-yl carbonyl)-3-methylbutylcarbamate as a colorless amorphous substance (yield: 86%).

Workup

customcondensed in the same manner

Sources & evidence

ORD record: ord-7712a9215e7849378387150fa0841eb8
Source dataset: uspto-grants-1986_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04596803

Reaction notes

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