Hydrochloric Acid → Daunorubicin

HRID 1447551Notes

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]([NH:37]CC2C=CC=CC=2)[C@@H:3]1[OH:45].Cl>>[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:45]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 153267N-Benzyldaunomycin

Product 1

HCID 30323Daunorubicin

Procedure

and 0.23 g (8%) of (I) and 0.07 g (2%) of (II), as HCl salts.

Sources & evidence

ORD record: ord-5d9a8b1f57bb4987bf26aa726fee1e02
Source dataset: uspto-grants-1979_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04177264

Reaction notes

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