تفاعل #2447934

ord-06bbd63004de4f70b793d3204dbf0ae3

معادلة التفاعل

CC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@@]1(C)C(=O)[C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)c4ccccc4)C[C@@](O)([C@@H](OC(=O)c4ccccc4)[C@H]21)C3(C)C
docetaxel
C1CCCCC1
cyclohexane
CCOC(C)=O.O
water ethyl acetate
O=S(=O)([O-])[O-].O=S(=O)([O-])[O-].[Al+3].[K+]
potassium aluminum sulfate
→
CC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@@]1(C)C(=O)[C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)c4ccccc4)C[C@](O)([C@@H](OC(=O)c4ccccc4)[C@H]21)C3(C)C.O.O.O
Docetaxel trihydrate
المردود 70.0%

المتفاعلات

CC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@@]1(C)C(=O)[C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)c4ccccc4)C[C@@](O)([C@@H](OC(=O)c4ccccc4)[C@H]21)C3(C)C
docetaxel
C1CCCCC1
cyclohexane
CCOC(C)=O.O
water ethyl acetate
O=S(=O)([O-])[O-].O=S(=O)([O-])[O-].[Al+3].[K+]
potassium aluminum sulfate

الكواشف

لا شيء

المذيبات

CCO
ethanol

ظروف التفاعل

درجة الحرارة
7.5°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe clear biphasic reaction
  2. 2
    تركيزwas then concentrated to 20 ml
  3. 3
    ترشيحfiltered
  4. 4
    غسيلwashed with demineralised water (1 ml)
  5. 5
    أخرىdried under vacuum under a humid atmosphere (until the moisture content

الإجراء التجريبي

Crude docetaxel (1.0 g) was dissolved in a mixture of ethanol:cyclohexane:demineralised water:ethyl acetate (20:2:10:0.8) containing 0.02 g potassium aluminum sulfate at 25-30° C. under constant stirring. The clear biphasic reaction was then concentrated to 20 ml and cooled to 5-10° C. The precipitated solid was stirred for 25-30 minutes at 5-10° C., then filtered, washed with demineralised water (1 ml) and dried under vacuum under a humid atmosphere (until the moisture content was between 5-7% by Karl Fischer method) to afford Docetaxel trihydrate in 70-90% yield.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08686165B2uspto-grants-2014_04