تفاعل #3134

ord-e7a5f5fa47d44c41aa8f5e9d244fb7f5

معادلة التفاعل

F.c1ccncc1
hydrogen fluoride-pyridine
CCCCC[C@@H](/C=C/[C@@H]1C(SCCCCCC(N)=O)=C(OC(=O)CCC)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C
(11R,12S,13E,15S)-9-butyryloxy-11,15-bis(tert-butyldimethylsiloxy)-7-thiaprosta-8,13-dienamide
→
CCCCC[C@H](O)/C=C/[C@@H]1C(SCCCCCC(N)=O)=C(OC(=O)CCC)C[C@H]1O
(11R,12S,13E,15S)-9-butyryloxy-11,15-dihydroxy-7-thiaprosta-8,13-dienamide
المردود 91.0%

المتفاعلات

F.c1ccncc1
hydrogen fluoride-pyridine
CCCCC[C@@H](/C=C/[C@@H]1C(SCCCCCC(N)=O)=C(OC(=O)CCC)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C
(11R,12S,13E,15S)-9-butyryloxy-11,15-bis(tert-butyldimethylsiloxy)-7-thiaprosta-8,13-dienamide

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

Using as the material and reagent a hydrogen fluoride-pyridine solution (0.2 ml) and (11R,12S,13E,15S)-9-butyryloxy-11,15-bis(tert-butyldimethylsiloxy)-7-thiaprosta-8,13-dienamide (169 mg), the same procedure was followed as in Example 2 to obtain (11R,12S,13E,15S)-9-butyryloxy-11,15-dihydroxy-7-thiaprosta-8,13-dienamide (101 mg, 91%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05731452uspto-grants-1998_03