HCID 131720508, compound → HCID 131720507, compound

HRID 863219Notes

Reaction equation

[CH2:1]([NH:5][C:6](=[O:45])[C@H:7]([CH3:44])[CH2:8][C@H:9]([OH:43])[C@@H:10]([NH:35]C(OC(C)(C)C)=O)[CH2:11][C:12]([CH3:34])([CH3:33])[CH2:13][C:14]([N:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH2:19][CH:18]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:17]1)=[O:15])[CH2:2][CH2:3][CH3:4]>Cl.O1CCOCC1>[CH2:1]([NH:5][C:6](=[O:45])[C@H:7]([CH3:44])[CH2:8][C@H:9]([OH:43])[C@@H:10]([NH2:35])[CH2:11][C:12]([CH3:34])([CH3:33])[CH2:13][C:14]([N:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH2:19][CH:18]([C:26]([O:28][C:29]([CH3:31])([CH3:30])[CH3:32])=[O:27])[CH2:17]1)=[O:15])[CH2:2][CH2:3][CH3:4]

Participants

Conditions

Temperature: 20 °C

Procedure

28 mg of 5(S)-tert-butoxycarbonylamino-4(S)-hydroxy-2(R),7,7-trimethyl-8-[3(R,S)-tert-butoxycarbonyl-1,2,3,4-tetrahydroquinolin-1-ylcarbonyl]-octanoic acid (N-butyl)amide are dissolved in 2 ml of 4N hydrochloric acid in dioxane and the solution is stirred at 20° C. for 30 min. The reaction mixture is diluted with dioxane and lyophilized. The crude product is purified by means of FC (5 g of silica gel, mobile phases N and O). This gives the title compound as a diastereomer mixture: Rf (O)=0.32; Rt (I)=23.8 min; FAB-MS: (M+H)+ =532.

Workup

customThe crude product is purified by means of FC (5 g of silica gel, mobile phases N and O)

Sources & evidence

ORD record: ord-04e9243603c64212a0865167e9db3dd4
Source dataset: uspto-grants-1998_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05719141

Reaction notes

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