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)-Benzoylamino-3-methylbutyryl)indan-2-ylamino)acetylamino)-4-(4-(3,5-dichlorophenyl)oxazol-2-yl)-4-oxobutyric Acid

HRID 1456664Notes

Reaction equation

HRID 1456664 reaction equation
[C:1]([NH:9][C@@H:10]([CH:45]([CH3:47])[CH3:46])[C:11]([N:13]([CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[CH2:14][C:15]([NH:17][C@H:18]([C:23]([C:25]1[O:26][CH:27]=[C:28](C2C(Cl)=CC=CC=2Cl)[N:29]=1)=[O:24])[CH2:19][C:20]([OH:22])=[O:21])=[O:16])=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:48](N[C@@H](C(C)C)C(N(CC(O)=O)CC1C=CC=CC=1)=O)(=O)[C:49]1C=CC=CC=1.C(OC(=O)C[C@H](NC(=O)CN(C(=O)[C@@H](NC(=O)C1C=CC=CC=1)C(C)C)CC1C=CC=CC=1)C(C1OC=C([C:90]2[C:95]([Cl:96])=[CH:94][CH:93]=[CH:92][C:91]=2[Cl:97])N=1)O)(C)(C)C>>[C:1]([NH:9][C@@H:10]([CH:45]([CH3:47])[CH3:46])[C:11]([N:13]([CH:38]1[CH2:39][C:40]2[C:49](=[CH:44][CH:43]=[CH:42][CH:41]=2)[CH2:48]1)[CH2:14][C:15]([NH:17][C@H:18]([C:23]([C:25]1[O:26][CH:27]=[C:28]([C:93]2[CH:94]=[C:95]([Cl:96])[CH:90]=[C:91]([Cl:97])[CH:92]=2)[N:29]=1)=[O:24])[CH2:19][C:20]([OH:22])=[O:21])=[O:16])=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 536861393(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)benzylamino)acetylamino)-4-(4-(2,6-dichlorophenyl)-oxazol-2-yl)-4-oxobutyric 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 536326003(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)indan-2-ylamino)acetylamino)-4-(4-(3,5-dichlorophenyl)oxazol-2-yl)-4-oxobutyric Acid

Procedure

Compound 727 was prepared by a method similar to the method use to prepare compound 710, except compound 704 is replaced with compound 724 in the preparation of compound 708: 1H NMR (500 MHz, CD3OD) δ 8.73 (d), 8.38-8.21 (m), 8.20-8.11 (m), 7.81-7.72 (m), 7.50-7.32 (m), 7.14-6.93 (m), 5.52-5.40 (m), 5.22-5.13 (m), 5.08 (m), 4.96 (d), 4.56 (d), 4.48-4.37 (m), 4.21-4.10 (m), 3.98 (t), 3.82 (d), 3.26-3.11 (m), 3.10-2.88 (m), 2.25-2.12 (m), 1.04-0.83 (m). ##STR106##

Sources & evidence

ORD record
ord-5b3f9cbf8e7c4889a1fcce2b7abef487
Source dataset
uspto-grants-1998_12
Patent number
US05843904

Reaction notes

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