Efficient synthesis of protected 3′-deoxyadenosine and 3′-deoxyguanosine from adenosine and guanosine
✍ Scribed by Zhiyong Cui; Lei Zhang; Biliang Zhang
- Book ID
- 104211585
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 74 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Highly efficient synthesis of protected 3%-deoxyadenosine and 3%-deoxyguanosine from adenosine and guanosine were described. The 2%,3%-diol of protected adenosine and guanosine were reacted with a-acetoxyisobutyryl bromide to yield 9-(2%-Oacetyl-3%-bromo-5%-O-tert-butyldiphenylsilyl-3%-deoxy-b-D-xylofuranosyl)-6-N-benzoyl adenine and 9-(2%-O-acetyl-3%-bromo-5%-Otert-butyldiphenylsilyl-3%-deoxy-b-D-xylofuranosyl)-2-N-(N%,N%-dimethylaminomethylene) guanine and subsequently heated with tri-n-butyltin hydride in the presence of 2,2%-azobisisobutyronitrile to afford the protected 3%-deoxyadenosine and 3%deoxyguanosine in 66-73% over all yield.
📜 SIMILAR VOLUMES
## Abstract 3′‐Amino‐3′‐deoxyguanosine was synthesized from guanosine in eight steps and 58% overall yield. The 2′,3′‐diol of 5′‐__O__‐[(__tert__‐butyl)diphenylsilyl]‐2‐__N__‐[(dimethylamino)methylidene]guanosine was reacted with __α__‐acetoxyisobutyryl bromide and treated with 0.5n NH~3~ in MeOH t
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v