Studies towards the synthesis of phosphatidylcholine analogues
Başlık çevirisi mevcut değil.
- Tez No: 400784
- Danışmanlar: DR. ALAN H. HAINES
- Tez Türü: Yüksek Lisans
- Konular: Kimya, Chemistry
- Anahtar Kelimeler: Belirtilmemiş.
- Yıl: 1995
- Dil: İngilizce
- Üniversite: University of East Anglia
- Enstitü: Yurtdışı Enstitü
- Ana Bilim Dalı: Kimya Eğitimi Ana Bilim Dalı
- Bilim Dalı: Belirtilmemiş.
- Sayfa Sayısı: 70
Özet
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Özet (Çeviri)
A new synthetic route towards the compound 2,3-diaminopropan-1-ol 2 was developed in order to provide the starting material for the synthesis of diamido analogues of phosphatidylcholine which show potential as anti-HIV agents. The diamino alcohol 2 was synthesised in both racemic and a chiral form starting from the amino acid and chiral building block serine. Serine was used as the readily available methyl ester hydrochloride in racemic form 18 .HCl or as the L-enantiomer 18c .HCl. Syntheses were investigated with a variety of different protecting groups, for example t-butyloxycarbonyl or benzyloxycarbonyl for N-protection coupled with N, O-protection by the isopropylidene group to give oxazolidine derivatives. As an alternative strategy, N, O-protection was achieved by reaction of 18 .HCl and 18c .HCl with ethyl benzimidate to give 4,5-dihydrooxazole derivatives. The successful conversion of the ester group into the aminomethyl group was achieved with the oxazolidine derivatives in several steps to give, after removal of protecting groups, the required diamino alcohol 2, in both racemic and one chiral form.
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