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Acetonitrile → C43H53NO14.3H2O

HRID 1444810
Notes
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Reaction equation

HRID 1444810 reaction equation
[CH3:1][C:2]1[C@@H:19]([O:20][C:21]([C@H:23]([OH:39])[C@@H:24]([NH:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:22])[CH2:18][C@:14]2([OH:40])[C:15]([CH3:17])([CH3:16])[C:3]=1[C@@H:4]([OH:58])[C:5]([C@@:7]1([CH3:57])[C@H:12]([C@@H:13]2[O:41][C:42]([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)=[O:43])[C@:11]2([O:52][C:53]([CH3:55])=[O:54])[CH2:50][O:51][C@@H:10]2[CH2:9][C@@H:8]1[OH:56])=[O:6].C(#N)C>C(O)(=O)C>[CH3:1][C:2]1[C@@H:19]([O:20][C:21]([C@H:23]([OH:39])[C@@H:24]([NH:31][C:32]([O:34][C:35]([CH3:36])([CH3:37])[CH3:38])=[O:33])[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)=[O:22])[CH2:18][C@@:14]2([OH:40])[C:15]([CH3:16])([CH3:17])[C:3]=1[C@@H:4]([OH:58])[C:5]([C@@:7]1([CH3:57])[C@H:12]([C@@H:13]2[O:41][C:42]([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)=[O:43])[C@:11]2([O:52][C:53]([CH3:55])=[O:54])[CH2:50][O:51][C@@H:10]2[CH2:9][C@@H:8]1[OH:56])=[O:6].[OH2:6].[OH2:6].[OH2:6]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 148124Docetaxel

Product 1

HCID 24721032C43H53NO14.3H2OYield 328.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
45 °C

Procedure

Docetaxel anhydrous (about 0.8 Kg), acetonitriie (about 3.8 Kg) and glacial acetic acid (about 7.6 g) are charged into a suitable vessel. The mixture is heated to NMT 45° C., and purified process water (about 9.6 Kg) is added for precipitation. The slurry is filtered, washed and dried under a moist environment to provide docetaxel trihydrate (about 0.7 Kg).

Workup

  1. custompurified process water (about 9.6 Kg)
  2. additionis added for precipitation
  3. filtrationThe slurry is filtered
  4. washwashed
  5. customdried under a moist environment

Sources & evidence

ORD record
ord-74b874e7d34f4f6abaf8d5a5fe91c1c1
Source dataset
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07662980B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes