Phenethylamine → HCID 11035992, compound
Reaction equation
[C:1]1([CH2:7][CH2:8][NH2:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:10]([NH:17][C@H:18]([C:26]([OH:28])=O)[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11]>>[C:10]([NH:17][C@H:18]([C:26]([NH:9][CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:28])[CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)([O:12][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:11]Participants
3
Procedure
In substantially the same manner as Working Example 2, 2-phenylethylamine (4.00 g) was condensed with Boc-L-phenylalanine (7.96 g) to give N-(Boc-L-phenylalanyl)-2-phenylethylamine (9.65 g) (yield 87%). The Boc group of the product was deprotected, in substantially the same manner as Working Example 91, to give N-(L-phenylalanyl)-2-phenylethylamine hydrochloride (4.93 g) (yield 81%). The compound thus obtained (1.00 g) was condensed, in substantially the same manner as Working Example 8, with monoethyl ester of (2S,3S)-N-methylaziridine-2,3-dicarboxylic acid (0.52 g) obtained in Working Example 42 to give the above-titled compound (Compound 93; 1.05 g) as white crystals (yield 83%).
Sources & evidence
- ORD record
- ord-203282352e5d443caef23fd1ef3d99f7
- Source dataset
- uspto-grants-1997_09
- Patent number
- US05668128
Reaction notes
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