HCID 86596495, compound → HCID 86596494, compound

HRID 1052885Notes

Reaction equation

HRID 1052885 reaction equation
C[O:2][C:3]([CH2:5][CH2:6][O:7][CH2:8][C:9]([NH:26][C:27]([CH2:29][CH2:30][O:31][CH2:32][C:33]([NH:98][C:99]([CH2:101][CH2:102][CH2:103][NH:104][C:105](=[O:122])[O:106][CH2:107][C:108]1[C:109]2[C:114]([CH:115]=[C:116]3[C:121]=1[CH:120]=[CH:119][CH:118]=[CH:117]3)=[CH:113][CH:112]=[CH:111][CH:110]=2)=[O:100])([CH2:66][O:67][CH2:68][CH2:69][C:70]([NH:72][C:73]([CH2:90][O:91][CH2:92][CH2:93][C:94]([O:96]C)=[O:95])([CH2:82][O:83][CH2:84][CH2:85][C:86]([O:88]C)=[O:87])[CH2:74][O:75][CH2:76][CH2:77][C:78]([O:80]C)=[O:79])=[O:71])[CH2:34][O:35][CH2:36][CH2:37][C:38]([NH:40][C:41]([CH2:58][O:59][CH2:60][CH2:61][C:62]([O:64]C)=[O:63])([CH2:50][O:51][CH2:52][CH2:53][C:54]([O:56]C)=[O:55])[CH2:42][O:43][CH2:44][CH2:45][C:46]([O:48]C)=[O:47])=[O:39])=[O:28])([CH2:18][O:19][CH2:20][CH2:21][C:22]([O:24]C)=[O:23])[CH2:10][O:11][CH2:12][CH2:13][C:14]([O:16]C)=[O:15])=[O:4]>CC(C)=O.[OH-].[Na+]>[C:46]([CH2:45][CH2:44][O:43][CH2:42][C:41]([NH:40][C:38]([CH2:37][CH2:36][O:35][CH2:34][C:33]([NH:98][C:99]([CH2:101][CH2:102][CH2:103][NH:104][C:105](=[O:122])[O:106][CH2:107][C:108]1[C:109]2[C:114]([CH:115]=[C:116]3[C:121]=1[CH:120]=[CH:119][CH:118]=[CH:117]3)=[CH:113][CH:112]=[CH:111][CH:110]=2)=[O:100])([CH2:32][O:31][CH2:30][CH2:29][C:27]([NH:26][C:9]([CH2:10][O:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])([CH2:8][O:7][CH2:6][CH2:5][C:3]([OH:4])=[O:2])[CH2:18][O:19][CH2:20][CH2:21][C:22]([OH:24])=[O:23])=[O:28])[CH2:66][O:67][CH2:68][CH2:69][C:70]([NH:72][C:73]([CH2:82][O:83][CH2:84][CH2:85][C:86]([OH:88])=[O:87])([CH2:74][O:75][CH2:76][CH2:77][C:78]([OH:80])=[O:79])[CH2:90][O:91][CH2:92][CH2:93][C:94]([OH:96])=[O:95])=[O:71])=[O:39])([CH2:58][O:59][CH2:60][CH2:61][C:62]([OH:64])=[O:63])[CH2:50][O:51][CH2:52][CH2:53][C:54]([OH:56])=[O:55])([OH:48])=[O:47]

Participants

4

Reactant 1

HCID 86596495HCID 86596495, compound

Product 1

HCID 86596494HCID 86596494, compoundYield 68%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 9-anthrylmethyl N-[({tris[(2-{[(tris{[2-(methoxycarbonyl)ethoxy]methyl}methyl)amino]carbonyl}ethoxy)methyl]methyl}amino)carbonyl]propylcarbamate (0.60 g, 0.34 mmol) in acetone (30 ml) and 0.20 N NaOH (30 ml) was stirred at room temperature for 1 d, after which acetone was removed. The aqueous solution was washed with EA, stirred in an ice bath, acidified with dilute HCl, and extracted with EA. The organic layer was dried with MgSO4, filtered, and concentrated to yield 0.37 g (68% yield) of a yellow powder.

Workup

  1. customafter which acetone was removed
  2. washThe aqueous solution was washed with EA
  3. stirringstirred in an ice bath
  4. extractionextracted with EA
  5. dry with materialThe organic layer was dried with MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-859448a4868c4f1891d86d9bbe64d0dd
Source dataset
uspto-grants-2016_07
Patent number
US09389227B2

Reaction notes

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