تفاعل #44952

ord-66b500ba0ee0474fa99c23326d5aba2f

معادلة التفاعل

$C/C(=C\C(=O)OCCCCCCCCC(=O)O)C[C@@H]1OC[C@H](C[C@@H]2O[C@H]2[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O$

Pseudomonic acid

Calcium oxide

$C/C(=C\C(=O)OCCCCCCCCC(=O)O)C[C@@H]1OC[C@H](C[C@@H]2O[C@H]2[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O$

pseudomonic acid

→

$C/C(=C\C(=O)OCCCCCCCCC(=O)[O-])C[C@@H]1OC[C@H](C[C@@H]2O[C@H]2[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O.C/C(=C\C(=O)OCCCCCCCCC(=O)[O-])C[C@@H]1OC[C@H](C[C@@H]2O[C@H]2[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O.O.O.[Ca+2]$

Mupirocin calcium dihydrate

المردود 62.0%

المتفاعلات

$C/C(=C\C(=O)OCCCCCCCCC(=O)O)C[C@@H]1OC[C@H](C[C@@H]2O[C@H]2[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O$

Pseudomonic acid

Calcium oxide

$C/C(=C\C(=O)OCCCCCCCCC(=O)O)C[C@@H]1OC[C@H](C[C@@H]2O[C@H]2[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O$

pseudomonic acid

الكواشف

لا شيء

المذيبات

isobutyl acetate

water

ظروف التفاعل

درجة الحرارة

5°CELSIUS

الظروف التفصيلية

See reaction.notes.procedure_details.

المعالجة

1
أخرىthe phases were separated
2
workup.DISTILLATIONThe volume of the aqueous phase was reduced to 15 ml by vacuum distillation
3
workup.STIRRINGAfter stirring for 2 hours
4
ترشيحthe crystalline product was filtered
5
غسيلwashed with cooled water (5 ml)
6
أخرىThe product was dried in an air
7
أخرىat RT

الإجراء التجريبي

Pseudomonic acid was dissolved in isobutyl acetate (130 ml). Calcium oxide (0.29 g) was suspended in water (32 ml) and added to the solution of pseudomonic acid. The mixture was stirred for 2 hours, and the phases were separated. The volume of the aqueous phase was reduced to 15 ml by vacuum distillation. The mixture was cooled to 5° C. After stirring for 2 hours, the crystalline product was filtered and washed with cooled water (5 ml). The product was dried in an air circulated oven at RT. Mupirocin calcium dihydrate (3.3 g, 62%) was obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07737177B2uspto-grants-2010_06