(2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acid → HCID 67682203, compound

HRID 1751563Notes

Reaction equation

HRID 1751563 reaction equation
COC(N[C@@H](C(C)C)C(N1CC(=O)C[C@H]1C(OCC1C=CC=CC=1)=O)=O)=O.Cl.Cl.Cl.Cl.[CH2:32]([N:34]([CH2:80][CH3:81])[C@H:35]([C:74]1[CH:79]=[CH:78][CH:77]=[CH:76][CH:75]=1)[C:36]([N:38]1[CH2:42][CH2:41][CH2:40][C@H:39]1[C:43]1[NH:44][C:45]([C:48]2[CH:53]=[CH:52][C:51]([C:54]3[CH:63]=[CH:62][C:61]4[C:56](=[CH:57][CH:58]=[C:59]([C:64]5[NH:68][C:67]([C@@H:69]6[CH2:73][CH2:72][CH2:71][NH:70]6)=[N:66][CH:65]=5)[CH:60]=4)[CH:55]=3)=[CH:50][CH:49]=2)=[CH:46][N:47]=1)=[O:37])[CH3:33].[CH3:82][O:83][C:84]([NH:86][C@@H:87]([CH:91]1[CH2:96][CH2:95][O:94][CH2:93][CH2:92]1)[C:88](O)=[O:89])=[O:85].Cl.O=C1CN[C@H](C(OCC2C=CC=CC=2)=O)C1.COC(N[C@@H](C(C)C)C(O)=O)=O>>[CH2:80]([N:34]([CH2:32][CH3:33])[C@H:35]([C:74]1[CH:75]=[CH:76][CH:77]=[CH:78][CH:79]=1)[C:36]([N:38]1[CH2:42][CH2:41][CH2:40][C@H:39]1[C:43]1[NH:44][C:45]([C:48]2[CH:49]=[CH:50][C:51]([C:54]3[CH:55]=[C:56]4[C:61](=[CH:62][CH:63]=3)[CH:60]=[C:59]([C:64]3[NH:68][C:67]([C@@H:69]5[CH2:73][CH2:72][CH2:71][N:70]5[C:88](=[O:89])[C@@H:87]([NH:86][C:84](=[O:85])[O:83][CH3:82])[CH:91]5[CH2:96][CH2:95][O:94][CH2:93][CH2:92]5)=[N:66][CH:65]=3)[CH:58]=[CH:57]4)=[CH:52][CH:53]=2)=[CH:46][N:47]=1)=[O:37])[CH3:81]

Participants

6

Reactant 5

HCID 10942966(2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acidHCID 59264488(S)-2-(Methoxycarbonylamino)-2-(tetrahydro-2H-pyran-4-yl)acetic acidHCID 59610664(S)-benzyl 1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)-4-oxopyrrolidine-2-carboxylateHCID 86648889HCID 86648889, compoundHCID 131733631HCID 131733631, compound

Product 1

HCID 67682203HCID 67682203, 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 (R)-2-(diethylamino)-2-phenyl-1-((S)-2-(5-(4-(6-(2-((S)-pyrrolidin-2-yl)-1H-imidazol-5-yl)naphthalen-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)ethanone 4HCl salt and (S)-2-(methoxycarbonylamino)-2-(tetrahydro-2H-pyran-4-yl)acetic acid were used instead of (S)-benzyl 4-oxopyrrolidine-2-carboxylate hydrochloride and (S)-2-(methoxycarbonylamino)-3-methylbutanoic acid. MS (ESI) m/z 863.81 [M+H]+. (34 mg, 39%).

Sources & evidence

ORD record
ord-7d460f0762ac44fd9a5305c52f5e3f85
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

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