Trifluoroacetic acid → HCID 86690383, compound

HRID 513893Notes

Reaction equation

HRID 513893 reaction equation
C(OC([N:8]([CH2:53][C:54]1[CH:59]=[CH:58][C:57]([Cl:60])=[CH:56][CH:55]=1)[CH2:9][C:10]([C@:12]12[CH2:48][C:47](=[O:49])[C:46]([CH:50]([CH3:52])[CH3:51])=[C:13]1[C@@H:14]1[C@@:27]([CH3:30])([CH2:28][CH2:29]2)[C@@:26]2([CH3:31])[C@@H:17]([C@:18]3([CH3:45])[C@@H:23]([CH2:24][CH2:25]2)[C:22]([CH3:33])([CH3:32])[C@@H:21]([O:34][C:35](=[O:44])[CH2:36][C:37]([CH3:43])([CH3:42])[CH2:38][C:39]([OH:41])=[O:40])[CH2:20][CH2:19]3)[CH2:16][CH2:15]1)=[O:11])=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[Cl:60][C:57]1[CH:56]=[CH:55][C:54]([CH2:53][NH:8][CH2:9][C:10]([C@:12]23[CH2:48][C:47](=[O:49])[C:46]([CH:50]([CH3:51])[CH3:52])=[C:13]2[C@@H:14]2[C@@:27]([CH3:30])([CH2:28][CH2:29]3)[C@@:26]3([CH3:31])[C@@H:17]([C@:18]4([CH3:45])[C@@H:23]([CH2:24][CH2:25]3)[C:22]([CH3:32])([CH3:33])[C@@H:21]([O:34][C:35](=[O:44])[CH2:36][C:37]([CH3:42])([CH3:43])[CH2:38][C:39]([OH:41])=[O:40])[CH2:20][CH2:19]4)[CH2:16][CH2:15]2)=[O:11])=[CH:59][CH:58]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86690384HCID 86690384, compound

Product 1

HCID 86690383HCID 86690383, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 5-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(2-((tert-butoxycarbonyl)(4-chlorobenzyl)amino)acetyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl)oxy)-3,3-dimethyl-5-oxopentanoic acid (59) (800 mg, 0.941 mmol) in dichloromethane (6 mL) stirred at rt was added trifluoroacetic acid (2 mL, 0.941 mmol). The reaction mixture was stirred at rt for 1 h. The mixture was evaporated to provide the target compound (600 mg, 81%) which was used without further purification. LC/MS: m/z calculated 749.4. found 750.1 (M+1)+.

Workup

  1. customThe mixture was evaporated

Sources & evidence

ORD record
ord-21aa4826bb514888b3b2e8d060e81ae6
Source dataset
uspto-grants-2015_08
Patent number
US09102685B2

Reaction notes

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