Hydrochloric Acid → HCID 178502288, compound

HRID 1751543Notes

Reaction equation

HRID 1751543 reaction equation
COC(N[C@@H](C(C)C)C(N1CC(=O)C[C@H]1C(OCC1C=CC=CC=1)=O)=O)=O.[CH3:28][CH:29]([CH3:76])[C@H:30]([NH:71][C:72](=[O:75])[O:73][CH3:74])[C:31](=[O:70])[N:32]1[C@H:40]([C:41]2[NH:42][C:43]([C:46]3[CH:51]=[CH:50][C:49]([C:52]4[CH:53]=[C:54]5[C:67](=[CH:68][CH:69]=4)[C:58]4[NH:59][C:60]([C@@H:62]6[CH2:66][CH2:65][CH2:64][NH:63]6)=[N:61][C:57]=4[CH:56]=[CH:55]5)=[CH:48][CH:47]=3)=[CH:44][N:45]=2)[CH2:39][C:34]2([O:38][CH2:37][CH2:36][O:35]2)[CH2:33]1.Cl.[CH3:78][O:79][C@H:80]([CH3:90])[C@H:81]([NH:85][C:86]([O:88][CH3:89])=[O:87])[C:82](O)=[O:83].Cl.O=C1CN[C@H](C(OCC2C=CC=CC=2)=O)C1.COC(N[C@@H](C(C)C)C(O)=O)=O>>[CH3:89][O:88][C:86](=[O:87])[NH:85][C@@H:81]([C@H:80]([O:79][CH3:78])[CH3:90])[C:82]([N:63]1[CH2:64][CH2:65][CH2:66][C@H:62]1[C:60]1[NH:59][C:58]2[C:67]3[C:54]([CH:55]=[CH:56][C:57]=2[N:61]=1)=[CH:53][C:52]([C:49]1[CH:48]=[CH:47][C:46]([C:43]2[NH:42][C:41]([C@@H:40]4[CH2:39][C:34]5([O:35][CH2:36][CH2:37][O:38]5)[CH2:33][N:32]4[C:31](=[O:70])[C@@H:30]([NH:71][C:72]([O:73][CH3:74])=[O:75])[CH:29]([CH3:76])[CH3:28])=[N:45][CH:44]=2)=[CH:51][CH:50]=1)=[CH:69][CH:68]=3)=[O:83]

Participants

7

Reactant 6

HCID 313Hydrochloric AcidHCID 10942966(2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acidHCID 59540170(2S,3R)-3-methoxy-2-(methoxycarbonylamino)butanoic acidHCID 59610664(S)-benzyl 1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)-4-oxopyrrolidine-2-carboxylateHCID 86648889HCID 86648889, compoundHCID 178502290HCID 178502290, compound

Product 1

HCID 178502288HCID 178502288, compound

Procedure

The title compound was prepared according to the method employed to prepare (S)-benzyl 1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)-4-oxopyrrolidine-2-carboxylate, except that methyl (S)-3-methyl-1-oxo-1-((S)-8-(5-(4-(2-((S)-pyrrolidin-2-yl)-1H-naphtho[1,2-d]imidazol-7-yl)phenyl)-1H-imidazol-2-yl)-1,4-dioxa-7-azaspiro[4.4]nonan-7-yl)butan-2-ylcarbamate 3× HCl salt and (2S,3R)-3-methoxy-2-(methoxycarbonylamino)butanoic acid were used instead of (S)-benzyl 4-oxopyrrolidine-2-carboxylate hydrochloride and (S)-2-(methoxycarbonylamino)-3-methylbutanoic acid. MS (ESI) m/z 838.73 [M+H]+. (45 mg, 54%).

Sources & evidence

ORD record
ord-f66741be3c6847d3aa9ac0a2f5f1193c
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

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