Spiro[chroman-2,4'-piperidine] → N-[1(R)-[(3,4-dihydro-spiro[2H-1-benzopyran-2,4'-piperidin]-1'-yl)carbonyl]-2-(indol-3-yl)ethyl]-2-[[(1,1-dimethylethyloxy)carbonyl]amino]-2-methylpropanamide

HRID 266896Notes

Reaction equation

HRID 266896 reaction equation
[NH:1]1[CH2:6][CH2:5][C:4]2([CH2:11][CH2:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[O:7]2)[CH2:3][CH2:2]1.[CH3:16][C:17]([CH3:43])([O:19][C:20]([NH:22][C:23]([CH3:42])([CH3:41])[C:24]([NH:26][C@H:27]([CH2:31][C:32]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[NH:34][CH:33]=1)[C:28](O)=[O:29])=[O:25])=[O:21])[CH3:18]>>[N:1]1([C:28]([C@H:27]([NH:26][C:24](=[O:25])[C:23]([NH:22][C:20]([O:19][C:17]([CH3:43])([CH3:18])[CH3:16])=[O:21])([CH3:42])[CH3:41])[CH2:31][C:32]2[C:40]3[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=3)[NH:34][CH:33]=2)=[O:29])[CH2:6][CH2:5][C:4]2([CH2:11][CH2:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[O:7]2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 15187049Spiro[chroman-2,4'-piperidine]HCID 15895387(R)-2-(2-((tert-Butoxycarbonyl)amino)-2-methylpropanamido)-3-(1H-indol-3-yl)propanoic acid

Product 1

HCID 22862460N-[1(R)-[(3,4-dihydro-spiro[2H-1-benzopyran-2,4'-piperidin]-1'-yl)carbonyl]-2-(indol-3-yl)ethyl]-2-[[(1,1-dimethylethyloxy)carbonyl]amino]-2-methylpropanamide

Procedure

This intermediate was prepared from the product of Step A and α(R)-[[2-[[(1,1-dimethylethoxy)carbonyl]amino]-2,2-dimethyl-1-oxoethyl]amino]-1H-indole-3-propanoic acid following standard peptide coupling methods.

Sources & evidence

ORD record
ord-fc133c2011e44a9990c77440d620e31c
Source dataset
uspto-grants-1997_07
Patent number
US05652235

Reaction notes

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