N-[(1S,2S,4R)-1-Benzyl-4-(3,3-dimethylbutylcarbamoyl)-2-hydroxypentyl]-3-(2-oxopyrrolidin-1-yl)-5-phenylbenzamide → HCID 58583651, compound

HRID 1612504Notes

Reaction equation

HRID 1612504 reaction equation
C([C@H](NC(=O)C1C=C(C2C=CC=CC=2)C=C(N2CCCC2=O)C=1)[C@@H](O)C[C@H](C(=O)NCCC(C)(C)C)C)C1C=CC=CC=1.[CH3:44][N:45]([CH2:63][CH2:64][CH3:65])[C:46](=[O:62])[C:47]1[CH:48]=[C:49]([CH:53]=[C:54]([N:56]2[CH2:60][CH2:59][CH2:58][C:57]2=[O:61])[CH:55]=1)[C:50](O)=[O:51].[CH:66]12[CH2:72][CH:69]([CH2:70][CH2:71]1)[CH2:68][CH:67]2[NH:73][C:74](=[O:89])[C@H:75]([CH3:88])[CH2:76][C@H:77]([OH:87])[C@@H:78]([NH2:86])[CH2:79][C:80]1[CH:85]=[CH:84][CH:83]=[CH:82][CH:81]=1>>[CH2:79]([C@H:78]([NH:86][C:50](=[O:51])[C:49]1[CH:53]=[C:54]([N:56]2[CH2:60][CH2:59][CH2:58][C:57]2=[O:61])[CH:55]=[C:47]([C:46]([N:45]([CH3:44])[CH2:63][CH2:64][CH3:65])=[O:62])[CH:48]=1)[C@@H:77]([OH:87])[CH2:76][C@H:75]([C:74](=[O:89])[NH:73][CH:67]1[CH2:68][CH:69]2[CH2:72][CH:66]1[CH2:71][CH2:70]2)[CH3:88])[C:80]1[CH:85]=[CH:84][CH:83]=[CH:82][CH:81]=1

Participants

4

Reactant 3

HCID 10129098N-[(1S,2S,4R)-1-Benzyl-4-(3,3-dimethylbutylcarbamoyl)-2-hydroxypentyl]-3-(2-oxopyrrolidin-1-yl)-5-phenylbenzamideHCID 22252997HCID 22252997, compoundHCID 68889549(2R,4S,5S)-5-Amino-4-hydroxy-2-methyl-6-phenylhexanoic acid (bicyclo[2.2.1]hept-2-yl)amide

Product 1

HCID 58583651HCID 58583651, compound

Procedure

Prepared in an analogous manner to E6, from N-methyl-5-(2-oxo-pyrrolidin-1-yl)-N-propyl-isophthalamic acid (D65) and (2R,4S,5S)-5-amino-4-hydroxy-2-methyl-6-phenylhexanoic acid (bicyclo[2.2.1]hept-2-yl)amide (D29).

Sources & evidence

ORD record
ord-faa0bfa85b5447fd8f6ecb2ce92308e2
Source dataset
uspto-grants-2006_01
Patent number
US06992103B2

Reaction notes

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