HCID 57892922, compound → HCID 68494224, compound

HRID 1822462Notes

Reaction equation

HRID 1822462 reaction equation
C([O:3][C:4]([C@@:6]1([NH:11][C:12]([C@@H:14]2[CH2:18][C@@H:17]([O:19][C:20]3[C:29]4[C:24](=[CH:25][C:26]([O:30][CH3:31])=[CH:27][CH:28]=4)[N:23]=[C:22]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)[CH:21]=3)[CH2:16][N:15]2[C:38](=[O:47])[NH:39][C@H:40]([CH:45]=O)[C:41]([CH3:44])([CH3:43])[CH3:42])=[O:13])[CH2:8][C@H:7]1[CH:9]=[CH2:10])=[O:5])C.C(OC(C1(N)CC1(C([C@@H]1C[C@@H](OC2C3C(=CC(OC)=CC=3)N=C(C3C=CC=CC=3)C=2)CN1C(=O)NC(CN[C@H]1C2C(=CC=CC=2)C[C@H]1O)C(C)(C)C)=O)C=C)=O)C.[NH2:105][CH:106]([CH:111]1[CH2:116][CH2:115][CH2:114][CH2:113][CH2:112]1)[C:107]([NH:109][CH3:110])=[O:108]>>[CH:111]1([C@H:106]([NH:105][CH2:45][CH:40]([NH:39][C:38]([N:15]2[CH2:16][C@H:17]([O:19][C:20]3[C:29]4[C:24](=[CH:25][C:26]([O:30][CH3:31])=[CH:27][CH:28]=4)[N:23]=[C:22]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)[CH:21]=3)[CH2:18][C@H:14]2[C:12]([NH:11][C@:6]2([C:4]([OH:3])=[O:5])[CH2:8][C@H:7]2[CH:9]=[CH2:10])=[O:13])=[O:47])[C:41]([CH3:44])([CH3:42])[CH3:43])[C:107](=[O:108])[NH:109][CH3:110])[CH2:116][CH2:115][CH2:114][CH2:113][CH2:112]1

Participants

4

Reactant 3

HCID 57892922HCID 57892922, compoundHCID 66931955HCID 66931955, compoundHCID 131727703HCID 131727703, compound

Product 1

HCID 68494224HCID 68494224, compound

Procedure

Treatment of compound 85 as described for the preparation of 86 but with the use of 2-amino-2-cyclohexyl-N-methyl-acetamide (17 mg) instead of (1S,2R)-1-aminoindan-2-ol followed by hydrolysis of the ethyl ester as described in example 87 provided the title product. Purity by HPLC>95%. M+H+769.5

Sources & evidence

ORD record
ord-16abcf6037df43d19e2b6cc757ef34a4
Source dataset
uspto-grants-2009_10
Patent number
US07608590B2

Reaction notes

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