The Mechanism and Crystal Structure of 2-Methoxy-2-methyl-4-phenyl-3,4,4a, 10b-tetrahydro-2H,5H-pyrano[3,2-c]chromen-5-one. Acetal of Warfarin Acid

Saira SHAHZADI; Saqib ALI; İrum ASIF

Makale detayları

The Mechanism and Crystal Structure of 2-Methoxy-2-methyl-4-phenyl-3,4,4a, 10b-tetrahydro-2H,5H-pyrano[3,2-c]chromen-5-one. Acetal of Warfarin Acid

Yazarlar:

Saira SHAHZADI | Saqib ALI | İrum ASIF

Yayıncı:

TUBITAK

Ana Başlıklar:

Uygulamalı fizik

Dergi:

Turkish Journal of Chemistry 2006 Vol.30 Issue 6, pp.703-709

Belge Tipi:

Makale

Yayın Tarihi:

5/2006

Belge Dili:

İngilizce

Document ID (Org No.):

2000728810

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 


Acetal of warfarin acid has been synthesized via a hemi  acetal intermediate and structurally characterized by X-ray  diffraction.  The crystal structure shows that the title compound was  formed by the hydrolysis of warfarin acid in methanol at pH 3, with  space group P21/n and unit cell parameters a = 5.859 (17), b =16.745  (5), c = 16.402 (5) Å, a = 90.00; b = 94.853 (4), and g  = 90.00°. Acetals are useful as protecting groups for both carbonyl compounds and alchohols.1 Acetals contribute valuable functionality to organic synthesis.2 O,O-Acetals are particularly useful as protected aldehydes and ketones, which are deprotected by mild acid hydrolysis.3 S,S-Acetals are important acyl anion equivalents (reversal of polarity), and are hydrolyzed to carbonyl compounds under oxidative conditions.4 Acid hydrolysis of other types of acetals (e.g., O,S-, N,S-, N,N-, and N,O-acetals) has also been described in the literature.5−8 Acetyals are intermediates used for the synthesis of natural products and related compounds9−11 due to the useful biological activities associated with some of their derivatives.12,13 To the best of our knowledge, there is currently only one crystal structure reported in the literature on this kind of structure

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Acetal of warfarin acid has been synthesized via a hemi  acetal intermediate and structurally characterized by X-ray  diffraction.  The crystal structure shows that the title compound was  formed by the hydrolysis of warfarin acid in methanol at pH 3, with  space group P21/n and unit cell parameters a = 5.859 (17), b =16.745  (5), c = 16.402 (5) Å, a = 90.00; b = 94.853 (4), and g  = 90.00°.

Makale detayları

The Mechanism and Crystal Structure of 2-Methoxy-2-methyl-4-phenyl-3,4,4a, 10b-tetrahydro-2H,5H-pyrano[3,2-c]chromen-5-one. Acetal of Warfarin Acid

Yazarlar: Saira SHAHZADI | Saqib ALI | İrum ASIF

Yayıncı: TUBITAK

Ana Başlıklar: Uygulamalı fizik

Dergi: Turkish Journal of Chemistry 2006 Vol.30 Issue 6, pp.703-709

Belge Tipi: Makale

Yayın Tarihi: 5/2006

Belge Dili: İngilizce

Document ID (Org No.): 2000728810

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Saira SHAHZADI | Saqib ALI | İrum ASIF

Yayıncı:

TUBITAK

Ana Başlıklar:

Uygulamalı fizik

Dergi:

Turkish Journal of Chemistry 2006 Vol.30 Issue 6, pp.703-709

Belge Tipi:

Makale

Yayın Tarihi:

5/2006

Belge Dili:

İngilizce

Document ID (Org No.):

2000728810

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527