HCID 178498220, compound → HCID 178464171, compound

HRID 649121Notes

Reaction equation

HRID 649121 reaction equation
C(C1C(O)=C[C:14](O)=[C:13]2C=1[N:5]=[C:6]1[C:11](=[N:12]2)C(C(OC)=O)=CC=C1O)=O.[CH:24]([C:26]1[C:39]([OH:40])=[C:38]([CH3:41])[C:37]([OH:42])=[C:36]2[C:27]=1[N:28]=[C:29]1[C:34](=[N:35]2)[C:33]([C:43](OC)=[O:44])=[CH:32][CH:31]=[C:30]1[OH:47])=[O:25].[CH3:48]OC(C1C=CC(O)=C2NC3C(=NC=12)C(=O)C=C(O)C=3C=O)=O>>[CH2:13]([N:12]([CH3:48])[CH2:11][CH2:6][NH:5][C:43]([C:33]1[C:34]2[C:29](=[N:28][C:27]3[C:36]([N:35]=2)=[C:37]([OH:42])[C:38]([CH3:41])=[C:39]([OH:40])[C:26]=3[CH:24]=[O:25])[C:30]([OH:47])=[CH:31][CH:32]=1)=[O:44])[CH3:14]

Participants

4

Reactant 3

HCID 178498220HCID 178498220, compoundHCID 178498221HCID 178498221, compound3×HCID 178498230HCID 178498230, compound

Product 1

HCID 178464171HCID 178464171, compound

Procedure

Compounds in accordance with the present invention are prepared from the starting materials 6-formyl-4,7,9-trihydroxy-1-phenazinecarboxylic acid, methyl ester or from 6-formyl-4,7,9-trihydroxy-8-methyl-1-phenazinecarboxylic acid, methyl ester. The former compound, 6-formyl-4,7,9-trihydroxy-1-phenazinecarboxylic acid, methyl ester, is known variously in the chemical literature as lomofungin or lomondomycin and is produced in isolable quantities from fermentation broth mixtures containing the microorganism Streptomyces lomondensis NRRL 3252 as detailed in U.S. Pat. No. 3,359,165.

Workup

  1. customis produced in isolable quantities from fermentation broth mixtures
  2. additioncontaining the microorganism Streptomyces

Sources & evidence

ORD record
ord-c68c3ee4a8e44decb3593874146bc058
Source dataset
uspto-grants-1988_04
Patent number
US04738929

Reaction notes

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