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-(4,6-dichlorobenzoxazol-2-yl)-4-oxobutyric Acid

HRID 1456663Notes

Reaction equation

HRID 1456663 reaction equation
[C:1]([NH:9][C@@H:10]([CH:45]([CH3:47])[CH3:46])[C:11]([N:13]([CH2:38][C:39]1C=[CH:43][CH:42]=[CH:41][CH:40]=1)[CH2:14][C:15]([NH:17][C@H](C(C1OC=C(C2C(Cl)=CC=CC=2Cl)N=1)=O)CC(O)=O)=[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=C[CH:50]=1.C(OC(=O)C(N)[C@H](C(OCC=C)=O)C(C1OC=C(C2C(Cl)=CC=CC=2Cl)N=1)O)(C)(C)C.C([O:110][C:111](=[O:134])[CH:112](N)[C@H:113](C(OCC=C)=O)[CH:114]([C:116]1[O:117][C:118]2[CH:124]=[C:123]([Cl:125])[CH:122]=[C:121]([Cl:126])[C:119]=2[N:120]=1)[OH:115])(C)(C)C.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(C2C(Cl)=CC=CC=2Cl)N=1)O)(C)(C)C>>[C:1]([NH:9][C@@H:10]([CH:45]([CH3:46])[CH3:47])[C:11]([N:13]([CH:38]1[CH2:50][C:49]2[C:40](=[CH:41][CH:42]=[CH:43][CH:48]=2)[CH2:39]1)[CH2:14][C:15]([NH:17][C@H:113]([C:114]([C:116]1[O:117][C:118]2[CH:124]=[C:123]([Cl:125])[CH:122]=[C:121]([Cl:126])[C:119]=2[N:120]=1)=[O:115])[CH2:112][C:111]([OH:110])=[O:134])=[O:16])=[O:12])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 5

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 EsterHCID 697241953(S)-(Allyloxycarbonyl)-amino-4-((2,6-dichloro-phenyl)oxazol-2-yl)-4-hydroxy-butyric Acid tert-Butyl EsterHCID 1317209653(S)-(Allyloxycarbonyl)-amino-4-(4,6-dichorobenzoxazol-2-yl)-4-hydroxy-butyric Acid tert-Butyl Ester

Product 1

HCID 542387793(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)indan-2-ylamino)acetylamino)-4-(4,6-dichlorobenzoxazol-2-yl)-4-oxobutyric Acid

Procedure

Compound 725 was prepared by a method similar to the method used to prepare compound 710, except compound 704 was replaced with compound 724 and compound 707 was replaced with compound 718 in the preparation of compound 708: 1H NMR (500 MHz, CD3OD) δ 8.7-8.6 (m), 8.6-8.4 (m), 8.1 (d), 8.0-7.8 (m), 7.6-7.5 (m), 7.5-7.4 (m), 7.2-7.0 (m), 7.0-6.9 (m), 5.5-5.3 (m), 5.3-5.2 (m), 4.6-4.5 (m), 4.5-4.3 (m), 4.2-4.0 (m), 3.8-3.6 (m), 3.3 (s), 3.2-3.1 (m), 3.1-3.0 (m), 3.0-2.8 (m), 2.7-2.6 (m), 2.4-2.0 (m), 1.2-0.6 (m). ##STR104##

Sources & evidence

ORD record
ord-5499f5eb6d314193a537298e38574ba3
Source dataset
uspto-grants-1998_12
Patent number
US05843904

Reaction notes

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