Benzyloxycarbonyl-L-phenylalanine → HCID 54060124, compound

HRID 1289100Notes

Reaction equation

HRID 1289100 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([O:7][CH2:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:3][CH2:2]1.[CH:16]1[CH:21]=[CH:20][C:19]([CH2:22][C@H:23]([NH:27][C:28]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[O:29])[C:24](O)=[O:25])=[CH:18][CH:17]=1>>[CH2:31]([O:30][C:28]([NH:27][C@H:23]([C:24]([N:1]1[CH2:2][CH2:3][CH:4]([O:7][CH2:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:6]1)=[O:25])[CH2:22][C:19]1[CH:18]=[CH:17][CH:16]=[CH:21][CH:20]=1)=[O:29])[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

Participants

3

Reactant 2

HCID 70878Benzyloxycarbonyl-L-phenylalanineHCID 10036224Tert-butyl (piperidin-4-yloxy)-acetate

Product 1

HCID 54060124HCID 54060124, compoundYield 96.8%

Procedure

By reacting 2.15 g of t-butyl 4-piperidinyloxyacetate with 3.0 g of Z-L-phenylalanine, as described in Example 2b), there are obtained 4.8 g of t-butyl [[1-(N-benzyloxycarbonyl-3-phenyl-L-alanyl)-4-piperidinyl]oxy]acetate MS (FAB): 497 (M+H)+.

Sources & evidence

ORD record
ord-486fb448e9054b74a433b5dfe864f95e
Source dataset
uspto-grants-1998_05
Patent number
US05747522

Reaction notes

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