4,6-Diamino-3-{[3-deoxy-4-C-methyl-3-(methylamino)pentopyranosyl]oxy}-2-hydroxycyclohexyl 6-amino-6,7-dideoxyheptopyranoside → 4,6-Diamino-3-{[3-deoxy-3-(methylamino)pentopyranosyl]oxy}-2-hydroxycyclohexyl 2-amino-2-deoxyhexopyranoside

HRID 2420369Notes

Reaction equation

HRID 2420369 reaction equation
C[C@@]1(O)[C@H](NC)[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H](CN)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](N)C[C@H]2N)OC1.CC(N)C1OC(OC2C(O)C(OC3OCC(O)(C)C(NC)C3O)C(N)CC2N)C(O)C(O)C1O.C[C@@:69]1([OH:100])[C@H:74]([NH:75][CH3:76])[C@@H:73]([OH:77])[C@@H:72]([O:78][C@@H:79]2[C@@H:84]([OH:85])[C@H:83]([O:86][C@H:87]3[O:92][C@H:91]([CH2:93][OH:94])[C@@H:90]([OH:95])[C@H:89]([OH:96])[C@H:88]3[NH2:97])[C@@H:82]([NH2:98])[CH2:81][C@H:80]2[NH2:99])[O:71][CH2:70]1.CN[C@@H]1C(O)[C@@H](OC2[C@@H](O)[C@H](O[C@H]3OC(CO)[C@@H](O)[C@H](O)C3NO)C(N)C[C@H]2N)OC[C@H]1O>>[CH3:76][NH:75][CH:74]1[CH:73]([OH:77])[CH:72]([O:78][CH:79]2[CH:84]([OH:85])[CH:83]([O:86][CH:87]3[O:92][CH:91]([CH2:93][OH:94])[CH:90]([OH:95])[CH:89]([OH:96])[CH:88]3[NH2:97])[CH:82]([NH2:98])[CH2:81][CH:80]2[NH2:99])[O:71][CH2:70][CH:69]1[OH:100]

Participants

5

Reactant 4

HCID 30342884,6-Diamino-3-{[3-deoxy-4-C-methyl-3-(methylamino)pentopyranosyl]oxy}-2-hydroxycyclohexyl 6-amino-6,7-dideoxyheptopyranosideHCID 11754987BetamicinHCID 1557486236889-17-5HCID 44264618HCID 44264618, compound

Product 1

HCID 864744,6-Diamino-3-{[3-deoxy-3-(methylamino)pentopyranosyl]oxy}-2-hydroxycyclohexyl 2-amino-2-deoxyhexopyranoside

Procedure

In like manner, the sulfate salt of gentamicin B, gentamicin B1 and gentamicin X may be prepared. In order to prepare sulfate salts of a mixture of gentamicin A, B, B1 and X, the lyophilized or spray dried product of Example 2 is treated as described in this example.

Workup

  1. customIn order to prepare
  2. additionis treated

Sources & evidence

ORD record
ord-a3788bdffbe04cb6b075677e0d6b548d
Source dataset
uspto-grants-1978_08
Patent number
US04110439

Reaction notes

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