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Hydrochloric Acid → HCID 89930810, compound

HRID 527755
Notes
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Reaction equation

HRID 527755 reaction equation
[C:1]([O:5][C:6]([N:8]([CH3:54])[C@@H:9]([CH3:53])[C:10]([NH:12][C@H:13]([C:31]([N:33]1[C@H:37]([C:38](=[O:50])[NH:39][C@H:40]2[C:49]3[C:44](=[CH:45][CH:46]=[CH:47][CH:48]=3)[CH2:43][CH2:42][CH2:41]2)[CH2:36][Si:35]([CH3:52])([CH3:51])[CH2:34]1)=[O:32])[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:26]=[CH:25][C:24]([C:27]([O:29]C)=[O:28])=[CH:23][CH:22]=2)=[CH:17][CH:16]=1)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[Li+].[OH-].Cl>C1COCC1.CO>[C:1]([O:5][C:6]([N:8]([CH3:54])[C@@H:9]([CH3:53])[C:10]([NH:12][C@H:13]([C:31]([N:33]1[C@H:37]([C:38](=[O:50])[NH:39][C@H:40]2[C:49]3[C:44](=[CH:45][CH:46]=[CH:47][CH:48]=3)[CH2:43][CH2:42][CH2:41]2)[CH2:36][Si:35]([CH3:51])([CH3:52])[CH2:34]1)=[O:32])[CH2:14][C:15]1[CH:16]=[CH:17][C:18]([C:21]2[CH:26]=[CH:25][C:24]([C:27]([OH:29])=[O:28])=[CH:23][CH:22]=2)=[CH:19][CH:20]=1)=[O:11])=[O:7])([CH3:3])([CH3:2])[CH3:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 89930883HCID 89930883, compound

Product 1

HCID 89930810HCID 89930810, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent
HCID 8028
Tetrahydrofuran
Solvent

Procedure

To a solution of methyl 4′-((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-3-((R)-3,3-dimethyl-5-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-1,3-azasilolidin-1-yl)-3-oxopropyl)-[1,1′-biphenyl]-4-carboxylate (40 mg, 0.053 mmol) in THF (1 mL) and MeOH (0.5 mL) was added LiOH solution (0.48 mL, 0.95 mmol). The resulting mixture was stirred at rt overnight and acidified (1N HCl) to pH 1. The resulting mixture was extracted with ethyl acetate (2×). The organic layer was separated, dried over MgSO4 and concentrated in vacuo to give the title compound. MS(ESI+) m/z 741.5 (M+H)+.

Workup

  1. extractionThe resulting mixture was extracted with ethyl acetate (2×)
  2. customThe organic layer was separated
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-788e086361064576a13e6b8ad1050360
Source dataset
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09345740B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes