Hydrochloric Acid → HCID 73348316, compound

HRID 1249284Notes

Reaction equation

HRID 1249284 reaction equation
CCCCCCCC[CH2:9][C:10]([NH:12][C@H:13]1[C@H:18]([O:19][C:20]2[C:25]3[O:26][C:27]4[CH:32]=[CH:31][C:30]([C@@H:33]([O:113][C@@H:114]5[O:119][C@H:118]([CH2:120][OH:121])[C@@H:117]([OH:122])[C@H:116]([OH:123])[C@H:115]5[NH:124][C:125]([CH3:127])=[O:126])[C@@H:34]5[NH:54][C:52](=[O:53])[C@H:51]([NH:55][C:56]([C@@H:58]6[NH:59][C:60]([C@H:62]7[NH:93][C:91](=[O:92])[C@@H:81]([CH2:82][C:83]8[CH:89]=[CH:88][C:86]([O:87][C:21]=2[CH:22]=[C:23]6[CH:24]=3)=[C:85]([Cl:90])[CH:84]=8)[NH:80][C:78](=[O:79])[C@H:77]([NH2:94])[C:75]2=[CH:76][C:71](=[C:72]([OH:95])[CH:73]=[CH:74]2)[O:70][C:65]2=[CH:66][C:67]([OH:69])=[CH:68][C:63]7=[CH:64]2)=[O:61])=[O:57])[C:49]2=[CH:50][C:45](=[C:46]([OH:96])[CH:47]=[CH:48]2)[C:44]2[C:39](=[CH:40][C:41]([OH:109])=[CH:42][C:43]=2[O:97][C@H:98]2[O:103][C@H:102]([CH2:104][OH:105])[C@@H:101]([OH:106])[C@H:100]([OH:107])[C@@H:99]2[OH:108])[C@H:38]([C:110]([OH:112])=[O:111])[NH:37][C:35]5=[O:36])=[CH:29][C:28]=4[Cl:128])[O:17][C@H:16]([CH2:129][OH:130])[C@@H:15]([OH:131])[C@@H:14]1[OH:132])=[O:11].O.Cl>C(Cl)(O)C(Cl)Cl>[CH3:9][C:10]([NH:12][C@@H:13]1[C@H:18]([O:19][C:20]2[C:25]3[O:26][C:27]4[CH:32]=[CH:31][C:30]([C@@H:33]([O:113][C@@H:114]5[O:119][C@@H:118]([CH2:120][OH:121])[C@@H:117]([OH:122])[C@H:116]([OH:123])[C@@H:115]5[NH:124][C:125]([CH3:127])=[O:126])[C@@H:34]5[NH:54][C:52](=[O:53])[C@H:51]([NH:55][C:56]([C@@H:58]6[NH:59][C:60]([C@H:62]7[NH:93][C:91](=[O:92])[C@@H:81]([CH2:82][C:83]8[CH:89]=[CH:88][C:86]([O:87][C:21]=2[CH:22]=[C:23]6[CH:24]=3)=[C:85]([Cl:90])[CH:84]=8)[NH:80][C:78](=[O:79])[C@H:77]([NH2:94])[C:75]2[CH:74]=[CH:73][C:72]([OH:95])=[C:71]([CH:76]=2)[O:70][C:65]2=[CH:64][C:63]7=[CH:68][C:67]([OH:69])=[CH:66]2)=[O:61])=[O:57])[C:49]2[CH:48]=[CH:47][C:46]([OH:96])=[C:45]([CH:50]=2)[C:44]2[C:43]([O:97][C@H:98]3[O:103][C@H:102]([CH2:104][OH:105])[C@@H:101]([OH:106])[C@@H:100]([OH:107])[C@@H:99]3[OH:108])=[CH:42][C:41]([OH:109])=[CH:40][C:39]=2[C@@H:38]([C:110]([OH:112])=[O:111])[NH:37][C:35]5=[O:36])=[CH:29][C:28]=4[Cl:128])[O:17][C@@H:16]([CH2:129][OH:130])[C@@H:15]([OH:131])[C@@H:14]1[OH:132])=[O:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 1613192361036-62-2

Product 1

HCID 73348316HCID 73348316, compound

Reagents, catalysts & solvents 1

HCID 1194271,1,2-TrichloroethanolSolvent

Procedure

2.5 g of teicoplanin complex (i.e. the antibiotic complex containing teichomycin factors A1, A2 and A3, as obtained by fermentation of strain ATCC 31121 according to U.S. Pat. No. 4,239,751, the water content determined by Karl-Fischer method is 13.5% by weight) is suspended in 50 ml of trichloroethanol and the mixture is stirred at 90° C. for 12 hours while continuously bubbling anhydrous hydrogen chloride. The reaction mixture is then worked up as in Example 11 yielding 700 mg of substantially pure deglucoteicoplanin.

Workup

  1. customas obtained by fermentation of strain ATCC 31121 according to U.S

Sources & evidence

ORD record
ord-5e821c6044a948e18566f87a9ce74a01
Source dataset
uspto-grants-1986_12
Patent number
US04629781

Reaction notes

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