Leucine, N-carboxy-, N-benzyl ester, L- → HCID 53633134, compound

HRID 2257915Notes

Reaction equation

HRID 2257915 reaction equation
[CH3:1][CH:2]([CH2:4][C@H:5]([NH:9][C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])[C:6]([OH:8])=O)[CH3:3].[NH:20]1[CH2:25][CH2:24][CH:23]([O:26][CH2:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:22][CH2:21]1>>[CH2:13]([O:12][C:10]([NH:9][C@H:5]([C:6]([N:20]1[CH2:21][CH2:22][CH:23]([O:26][CH2:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:24][CH2:25]1)=[O:8])[CH2:4][CH:2]([CH3:1])[CH3:3])=[O:11])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 74840Leucine, N-carboxy-, N-benzyl ester, L-HCID 10036224Tert-butyl (piperidin-4-yloxy)-acetate

Product 1

HCID 53633134HCID 53633134, compoundYield 95.4%

Procedure

By coupling 2.6 g of Z-L-leucine with 2 g of t-butyl 4-piperidinyloxyacetate as described in Example 1d) there are obtained 4.1 g of t-butyl [[1-[N-[(benzyloxy)carbonyl]-L-leucyl]-4-piperidinyl]oxy]acetate, MS (FAB): 463 (M+H)+.

Sources & evidence

ORD record
ord-84e337a631cf46b8b7c087a54172ac2f
Source dataset
uspto-grants-1997_08
Patent number
US05658928

Reaction notes

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