Piperidine → HCID 11033868, compound
Reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:7]([NH:14][C@H:15]([C:20](O)=[O:21])[CH2:16][CH:17]([CH3:19])[CH3:18])([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8]>>[C:7]([NH:14][C@H:15]([C:20]([N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:21])[CH2:16][CH:17]([CH3:18])[CH3:19])([O:9][C:10]([CH3:11])([CH3:13])[CH3:12])=[O:8]Participants
3
Procedure
In substantially the same manner as Working Example 2, piperidine (0.86 g, manufactured by Wako Pure Chemical Industries, Ltd.).was condensed with Boc-L-leucine (2.74 g, manufactured by Peptide Institute, Inc.) to give N-(Boc-L-leucyl)piperidine (3.34 g) as white needles (yield 80%). The Boc group of the product was deprotected by using TFA, and 1.20 g of thus-deprotected compound was condensed, in substantially the same manner as Working Example 2, with (2S,3S)-ethyl hydrogen N-Z-aziridine-2,3-dicarboxylate (Compound 1, 1.93 g) to give the above-titled compound (Compound 23; 1.10 g) as a pale yellow oily product (yield 39%).
Sources & evidence
- ORD record
- ord-ab8a504b840f41b6adcfcfb1a7d90283
- Source dataset
- uspto-grants-1997_09
- Patent number
- US05668128
Reaction notes
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