Lithium Hydroxide → HCID 21947233, compound

HRID 2214352Notes

Reaction equation

HRID 2214352 reaction equation
C[O:2][C:3]([CH:5]1[CH2:9][C:8]2([S:14][CH2:13][CH2:12][CH2:11][S:10]2)[CH2:7][N:6]1[C:15](=[O:40])[CH:16]([NH:21][C:22](=[O:39])[CH:23]([CH:33]1[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1)[NH:24][C:25]([C:27]1[CH:32]=[N:31][CH:30]=[CH:29][N:28]=1)=[O:26])[C:17]([CH3:20])([CH3:19])[CH3:18])=[O:4].[Li+].[OH-]>C1COCC1.O>[CH:33]1([CH:23]([NH:24][C:25]([C:27]2[CH:32]=[N:31][CH:30]=[CH:29][N:28]=2)=[O:26])[C:22]([NH:21][CH:16]([C:17]([CH3:19])([CH3:20])[CH3:18])[C:15]([N:6]2[CH:5]([C:3]([OH:4])=[O:2])[CH2:9][C:8]3([S:10][CH2:11][CH2:12][CH2:13][S:14]3)[CH2:7]2)=[O:40])=[O:39])[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 21054032HCID 21054032, compound

Product 1

HCID 21947233HCID 21947233, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

Ester 33 (50 mg) in THF-water (400 uL–100 uL) was treated with LiOH (7 mg) and the mixture stirred for 3 hours at room temperature. The mixture was evaporated, diluted with EtOAc, washed with 1.0N HCl and brine then dried over magnesium sulfate, filtered, and concentrated in vacuo to give 2-[2-{2-cyclohexyl-2-[(pyrazine-2-carbonyl)-amino]-acetylamino}-3,3-dimethyl-butyryl)-6,10-dithia-2-aza-spiro[4.5]decane-3-carboxylic acid 34 as a white solid which was used in the next step without further purification. Mass Spec. MH+=578.0, MH−=576.2.

Workup

  1. customThe mixture was evaporated
  2. additiondiluted with EtOAc
  3. washwashed with 1.0N HCl and brine
  4. dry with materialthen dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9e9055fa6e6d41948ec8710cfe0329d2
Source dataset
uspto-grants-2006_09
Patent number
US07109172B2

Reaction notes

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