Sodium Hydroxide → HCID 86710796, compound

HRID 1400740Notes

Reaction equation

HRID 1400740 reaction equation
[C:1]([O:5][C@@H:6]([C:11]1[C:40]([CH3:41])=[N:39][C:38]2=[CH:42][C:35]3=[N:36][N:37]2[C:12]=1[N:13]1[CH2:50][CH2:49][C:16]([CH3:51])([O:17][CH2:18][CH2:19][CH2:20][CH2:21][C@H:22]([CH3:48])[O:23][C:24]2[CH:25]=[CH:26][C:27]([C:44]([F:47])([F:46])[F:45])=[CH:28][C:29]=2[C:30]2[CH:43]=[C:34]3[CH:33]=[CH:32][CH:31]=2)[CH2:15][CH2:14]1)[C:7]([O:9]C)=[O:8])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([O:5][C@@H:6]([C:11]1[C:40]([CH3:41])=[N:39][C:38]2=[CH:42][C:35]3=[N:36][N:37]2[C:12]=1[N:13]1[CH2:14][CH2:15][C:16]([CH3:51])([O:17][CH2:18][CH2:19][CH2:20][CH2:21][C@H:22]([CH3:48])[O:23][C:24]2[CH:25]=[CH:26][C:27]([C:44]([F:47])([F:46])[F:45])=[CH:28][C:29]=2[C:30]2[CH:43]=[C:34]3[CH:33]=[CH:32][CH:31]=2)[CH2:49][CH2:50]1)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86710794HCID 86710794, compound

Product 1

HCID 86710796HCID 86710796, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl (2S)-2-(tert-butoxy)-2-[(22S)-4,22,28-trimethyl-17-(trifluoromethyl)-21,27-dioxa-1,5,7,8-tetraazahexacyclo[26.2.2.16,9. 110,14.02,7.015,20]tetratriaconta-2,4,6(34),8,10(33),11,13,15(20),16,18-decaen-3-yl]acetate (38 mg, 0.054 mmol), NaOH (0.268 mL, 0.268 mmol) in MeOH (2 mL) was refluxed for 3 h. It was then filtered and purified by prep HPLC to isolate the desired product as a white solid. LCMS (M+1)=695.3.

Workup

  1. temperaturewas refluxed for 3 h
  2. filtrationIt was then filtered
  3. custompurified by prep HPLC

Sources & evidence

ORD record
ord-21eb621a3fca47629e9aa5761fed2420
Source dataset
uspto-grants-2014_12
Patent number
US08906929B2

Reaction notes

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