Daunorubicin Hydrochloride → Daunorubicin

HRID 2419835Notes

Reaction equation

HRID 2419835 reaction equation
[CH3:1][C@@H:2]1[O:7][C@@H:6]([O:8][C@@H:9]2[C:18]3[C:13](=[C:14]([OH:32])[C:15]4[C:24](=[O:25])[C:23]5[CH:26]=[CH:27][CH:28]=[C:29]([O:30][CH3:31])[C:22]=5[C:20](=[O:21])[C:16]=4[C:17]=3[OH:19])[CH2:12][C@@:11]([OH:36])([C:33]([CH3:35])=[O:34])[CH2:10]2)[CH2:5][C@H:4]([NH2:37])[C@@H:3]1[OH:38].Cl>CO>[CH3:1][C@@H:2]1[O:7][C@@H:6]([O:8][C@@H:9]2[C:18]3[C:13](=[C:14]([OH:32])[C:15]4[C:24](=[O:25])[C:23]5[CH:26]=[CH:27][CH:28]=[C:29]([O:30][CH3:31])[C:22]=5[C:20](=[O:21])[C:16]=4[C:17]=3[OH:19])[CH2:12][C@@:11]([OH:36])([C:33]([CH3:35])=[O:34])[CH2:10]2)[CH2:5][C@H:4]([NH2:37])[C@@H:3]1[OH:38]

Participants

3

Reactant 1

HCID 62770Daunorubicin Hydrochloride

Product 1

HCID 30323Daunorubicin

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Operating in accordance with the procedure of Example 2, but employing α-N-trifluoroacetyl-daunomycin (prepared as in Example 7), daunomycin hydrochloride m.p. 188°-189° C.; [α]D20 = +240° (c = 0.1 CH3OH) was obtained.

Sources & evidence

ORD record
ord-60c2817881dd48b68ad0b35ac656e0b7
Source dataset
uspto-grants-1978_08
Patent number
US04107423

Reaction notes

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