Bacitracin → Bacitracin Cobalt Lysocellin

HRID 2309220Notes

Reaction equation

HRID 2309220 reaction equation
[Co:1].[CH3:2][CH2:3][C@@H:4]([C:25]([C@H:27]([C@@H:29]([OH:45])[C@H:30]([C@H:32]1[O:37][C@@H:36]([CH2:38][C:39]([O:41][OH:42])=[O:40])[C@H:35]([CH3:43])[CH2:34][C@@H:33]1[CH3:44])[CH3:31])[CH3:28])=[O:26])[C@H:5]1[O:9][C@@:8]([C@:11]2([OH:23])[O:15][C@@:14]([C@@H:18]([OH:21])[CH2:19][CH3:20])([CH2:16][CH3:17])[CH2:13][C@H:12]2[CH3:22])([CH3:10])[CH2:7][C@@H:6]1[CH3:24].[CH3:46][CH2:47][C@@H:48]([C@@H:50]1[NH:81][C:79](=[O:80])[C@@H:78]([CH2:82][CH2:83][CH2:84][NH2:85])[NH:77][C:75](=[O:76])[C@@H:74]([NH:86][C:87]([C@@H:89]([NH:94][C:95]([C@H:97]([NH:103][C:104]([C@@H:106]([NH:111][C:112]([C@H:114]2[N:118]=[C:117]([C@@H:119]([NH2:124])[C@H:120]([CH2:122][CH3:123])[CH3:121])[S:116][CH2:115]2)=[O:113])[CH2:107][CH:108]([CH3:110])[CH3:109])=[O:105])[CH2:98][CH2:99][C:100]([OH:102])=[O:101])=[O:96])[C@H:90]([CH2:92][CH3:93])[CH3:91])=[O:88])[CH2:73][CH2:72][CH2:71][CH2:70][NH:69][C:67](=[O:68])[C@H:66]([CH2:125][C:126]([NH2:128])=[O:127])[NH:65][C:63](=[O:64])[C@@H:62]([CH2:129][C:130]([OH:132])=[O:131])[NH:61][C:59](=[O:60])[C@H:58]([CH2:133][C:134]2[NH:138][CH:137]=[N:136][CH:135]=2)[NH:57][C:55](=[O:56])[C@@H:54]([CH2:139][C:140]2[CH:141]=[CH:142][CH:143]=[CH:144][CH:145]=2)[NH:53][C:51]1=[O:52])[CH3:49]>CO>[CH3:46][CH2:47][C@@H:48]([C@@H:50]1[NH:81][C:79](=[O:80])[C@@H:78]([CH2:82][CH2:83][CH2:84][NH2:85])[NH:77][C:75](=[O:76])[C@@H:74]([NH:86][C:87]([C@@H:89]([NH:94][C:95]([C@H:97]([NH:103][C:104]([C@@H:106]([NH:111][C:112]([C@H:114]2[N:118]=[C:117]([C@@H:119]([NH2:124])[C@H:120]([CH2:122][CH3:123])[CH3:121])[S:116][CH2:115]2)=[O:113])[CH2:107][CH:108]([CH3:109])[CH3:110])=[O:105])[CH2:98][CH2:99][C:100]([OH:102])=[O:101])=[O:96])[C@H:90]([CH2:92][CH3:93])[CH3:91])=[O:88])[CH2:73][CH2:72][CH2:71][CH2:70][NH:69][C:67](=[O:68])[C@H:66]([CH2:125][C:126]([NH2:128])=[O:127])[NH:65][C:63](=[O:64])[C@@H:62]([CH2:129][C:130]([OH:132])=[O:131])[NH:61][C:59](=[O:60])[C@H:58]([CH2:133][C:134]2[NH:138][CH:137]=[N:136][CH:135]=2)[NH:57][C:55](=[O:56])[C@@H:54]([CH2:139][C:140]2[CH:141]=[CH:142][CH:143]=[CH:144][CH:145]=2)[NH:53][C:51]1=[O:52])[CH3:49].[Co:1].[CH3:2][CH2:3][C@@H:4]([C:25]([C@H:27]([C@@H:29]([OH:45])[C@H:30]([C@H:32]1[O:37][C@@H:36]([CH2:38][C:39]([O:41][OH:42])=[O:40])[C@H:35]([CH3:43])[CH2:34][C@@H:33]1[CH3:44])[CH3:31])[CH3:28])=[O:26])[C@H:5]1[O:9][C@@:8]([C@:11]2([OH:23])[O:15][C@@:14]([C@@H:18]([OH:21])[CH2:19][CH3:20])([CH2:16][CH3:17])[CH2:13][C@H:12]2[CH3:22])([CH3:10])[CH2:7][C@@H:6]1[CH3:24]

Participants

4

Reactant 2

HCID 10909430Bacitracin2×HCID 86741793Cobalt lysocellin

Product 1

HCID 86741792Bacitracin Cobalt Lysocellin

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1.3 grams (g) of cobalt lysocellin prepared as described in Example A, in 25 ml of methanol was stirred while 1.5 g of regular (reg) bacitracin (reg) was added thereto. Stirring was continued until solution of the bacitracin was complete. The reaction mixture was agitated at room temperature until precipitation of the complex occurred. The complex was isolated and recrystallized from methanol (10 ml/g) to obtain rod-like crystals.

Workup

  1. additionwas added
  2. stirringThe reaction mixture was agitated at room temperature until precipitation of the complex
  3. customThe complex was isolated
  4. customrecrystallized from methanol (10 ml/g)
  5. customto obtain rod-like crystals

Sources & evidence

ORD record
ord-7568240176ab4fe9a41c79c6ecb477d4
Source dataset
uspto-grants-1987_09
Patent number
US04693992

Reaction notes

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