L-Leucine, N-((1,1-dimethylethoxy)carbonyl)- → HCID 9959736, compound

HRID 2184670Notes

Reaction equation

HRID 2184670 reaction equation
[CH3:1][C@@H:2]1[CH2:8][CH2:7][N:6]([C@H:9]([CH2:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=[CH:16][CH:15]=2)[C:10]([NH2:12])=[O:11])[C:5](=[O:24])[C@H:4]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[NH:3]1.N(C(OC(C)(C)C)=O)[C@H:32]([C:39]([OH:41])=O)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.[NH:49](C(OC(C)(C)C)=O)[C@H:50](C(O)=O)[CH2:51][CH:52](C)C>CC(O)=O>[CH3:1][C@@H:2]1[CH2:8][CH2:7][N:6]([C@H:9]([CH2:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=[CH:16][CH:15]=2)[C:10]([NH2:12])=[O:11])[C:5](=[O:24])[C@H:4]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:3]1[C:39](=[O:41])[CH2:32][C:33]1[CH:34]=[C:35]2[C:36](=[CH:37][CH:38]=1)[N:49]=[CH:50][CH:51]=[CH:52]2

Participants

5

Reactant 3

HCID 83170L-Leucine, N-((1,1-dimethylethoxy)carbonyl)-HCID 11010409(2S)-2-(((tert-butoxy)carbonyl)amino)-2-phenylacetic acidHCID 21340818HCID 21340818, compound

Product 1

HCID 9959736HCID 9959736, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The title compound is prepared by following the procedure of Example 1 but starting from (R)-2-[(3S,5R)-5-methyl-2-oxo-3-phenyl-[1,4]-diazepan-1-yl]-3-(naphthalen-1-yl)-propionamide and using Boc-α-D-Nal—OH in step a) instead of N-Boc-β-L-Nal—OH and Boc-L-Phg—OH in step d) instead of Boc-Leu—OH. MH+: 571 (ES+) αD20+187.6 (c=0.15 95% AcOH)

Sources & evidence

ORD record
ord-6bbc8f283d3a4d92bb76675bb2d451a8
Source dataset
uspto-grants-2002_06
Patent number
US06399599B1

Reaction notes

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