Water → HCID 59224665, compound

HRID 1811726Notes

Reaction equation

HRID 1811726 reaction equation
C[O:2][C:3]([C@H:5]1[NH:24][C:23](=[O:25])[C:22]2=[CH:26][C:18](=[C:19]([CH3:28])[CH:20]=[C:21]2[CH3:27])[C:17]2=[CH:29][C:13](=[N:14][C:15]([NH2:30])=[N:16]2)[S:12][CH2:11][CH2:10][C:9](=[O:31])[NH:8][CH2:7][CH2:6]1)=[O:4].[OH-].[Na+].O>CO>[NH2:30][C:15]1[N:14]=[C:13]2[CH:29]=[C:17]([C:18]3[CH:26]=[C:22]([C:23](=[O:25])[NH:24][C@H:5]([C:3]([OH:4])=[O:2])[CH2:6][CH2:7][NH:8][C:9](=[O:31])[CH2:10][CH2:11][S:12]2)[C:21]([CH3:27])=[CH:20][C:19]=3[CH3:28])[N:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 25177311HCID 25177311, compound

Product 1

HCID 59224665HCID 59224665, compoundYield 86.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(S)-4-Amino-18,20-dimethyl-10,16-dioxo-7-thia-3,5,11,15-tetraazatricyclo[15.3.1.12,6]docosa-1(20),2(22),3,5,17(21),18-hexaene-14-carboxylic acid methyl ester (1.1 g) obtained in Example 2-12 was dissolved in methanol (24.8 ml), and then a 1N aqueous sodium hydroxide solution (2.7 ml) was added thereto at room temperature. The resulting mixture was stirred at room temperature for six hours, and then water (80 ml) was added thereto. The precipitate was collected by filtration, washed with water, and then dried under reduced pressure to yield (S)-4-amino-18,20-dimethyl-10,16-dioxo-7-thia-3,5,11,15-tetraazatricyclo[15.3.1.12,6]docosa-1(20),2(22),3,5,17(21),18-hexaene-14-carboxylic acid (Compound 64) (0.92 g) as a white solid material.

Workup

  1. customat room temperature
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-67c783260911413ea71972ded2d855c1
Source dataset
uspto-grants-2013_01
Patent number
US08362236B2

Reaction notes

Loading…