3(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)benzylamino)acetylamino)-4-(4-(2,6-dichlorophenyl)-oxazol-2-yl)-4-oxobutyric Acid → 3(S)-(2-((2(S)-((Benzo(1,3)dioxole-5-carbonyl)amino)-3-methylbutyryl)indan-2-yl amino)acetylamino)-4-(4-(3,5-dichlorophenyl)oxazol-2-yl)-4-oxobutyric Acid

HRID 1456666Notes

Reaction equation

HRID 1456666 reaction equation
C(N[C@@H](C(C)C)C(N(CC1C=CC=CC=1)CC(N[C@H](C(C1OC=C([C:30]2[C:35]([Cl:36])=[CH:34][CH:33]=[CH:32][C:31]=2[Cl:37])N=1)=O)CC(O)=O)=O)=O)(=O)C1C=CC=CC=1.C(N[C@@H](C(C)C)C(N(C[C:69]([OH:71])=[O:70])CC1C=CC=CC=1)=O)(=O)C1C=CC=CC=1.O1C2C=CC(C(N[C@@H](C(C)C)C(N(CC(O)=O)[CH:91]3[CH2:99][C:98]4[C:93](=[CH:94][CH:95]=[CH:96][CH:97]=4)[CH2:92]3)=O)=O)=CC=2OC1.C([O:111][C:112](=[O:157])[CH2:113][C@H:114]([NH:130][C:131](=[O:156])[CH2:132][N:133]([C:141](=[O:155])[C@@H:142]([NH:146][C:147](=[O:154])[C:148]1[CH:153]=[CH:152][CH:151]=[CH:150][CH:149]=1)[CH:143]([CH3:145])[CH3:144])CC1C=CC=CC=1)[CH:115]([C:117]1[O:118][CH:119]=[C:120](C2C(Cl)=CC=CC=2Cl)[N:121]=1)[OH:116])(C)(C)C>>[O:70]1[C:151]2[CH:152]=[CH:153][C:148]([C:147]([NH:146][C@@H:142]([CH:143]([CH3:144])[CH3:145])[C:141]([N:133]([CH:91]3[CH2:92][C:93]4[C:98](=[CH:97][CH:96]=[CH:95][CH:94]=4)[CH2:99]3)[CH2:132][C:131]([NH:130][C@H:114]([C:115]([C:117]3[O:118][CH:119]=[C:120]([C:33]4[CH:32]=[C:31]([Cl:37])[CH:30]=[C:35]([Cl:36])[CH:34]=4)[N:121]=3)=[O:116])[CH2:113][C:112]([OH:111])=[O:157])=[O:156])=[O:155])=[O:154])=[CH:149][C:150]=2[O:71][CH2:69]1

Participants

5

Reactant 4

HCID 536861393(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)benzylamino)acetylamino)-4-(4-(2,6-dichlorophenyl)-oxazol-2-yl)-4-oxobutyric AcidHCID 53785635((2(S)-Benzo(1,3)dioxole-5-carbonylamino-3-methylbutyryl)indan-2-ylamino)acetic AcidHCID 53859725((2(S)-Benzoylamino-3-methylbutyryl)benzylamino)acetic AcidHCID 544408483(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)benzylamino)acetylamino)-4-(4-(2,6-dichlorophenyl)-oxazol-2-yl)-4-hydroxybutyric Acid tert-Butyl Ester

Product 1

HCID 544105343(S)-(2-((2(S)-((Benzo(1,3)dioxole-5-carbonyl)amino)-3-methylbutyryl)indan-2-yl amino)acetylamino)-4-(4-(3,5-dichlorophenyl)oxazol-2-yl)-4-oxobutyric Acid

Procedure

Compound 729 was prepared by a method similar to the method used to prepare compound 710, except compound 704 is replaced with compound 728 in the preparation of 708: 1H NMR (500 MHz, CD3OD) δ 8.36 (m), 8.22-8.03 (m), 7.58-7.37 (m), 7.36-7.23 (m), 7.22-7.01 (m), 6.89 (m), 6.00 (s), 5.51 (m), 5.29-5.04 (m), 4.97 (d), 4.61-4.49 (m), 4.48-4.31 (m), 4.27-4.19 (m), 4.09-3.78 (m), 3.28-3.19 (m), 3.18-2.93 (m), 2.90-2.59 (m), 2.51 (m), 2.22 (m), 1.12-0.83 (m). ##STR108##

Sources & evidence

ORD record
ord-2ce89d32af2248a38c481fa7f78da47f
Source dataset
uspto-grants-1998_12
Patent number
US05843904

Reaction notes

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