166758-14-1

Upstream product

• 104579-03-5 5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-deoxy-N⁴-benzoyl-5-methylcytidine 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 166758-13-0 5'-O-(tert-butyldimethylsilyl)-3'-O-(tert-butyldiphenylsilyl)thymidine 
• 40733-28-6 5'-tert-butyldimethylsilyloxy-2'-deoxythymidine 
• 158813-59-3 5'-O-(tert-Butyldimethylsilyl)-3'-O-(tert-butyldiphenylsilyl)-4-(1,2,4-triazolyl)thymidine 
• 55-21-0 benzamide 
• 158813-60-6 N⁴-Benzoyl-5'-O-(tert-butyldimethylsilyl)-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine 

Downstream Products

• 166758-15-2 5'-O-Phthalimido-N⁴-benzoyl-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine 

Relevant academic research and scientific papers

CONVERGENT LIQUID PHASE SYNTHESES OF OLIGONUCLEOTIDES

The present disclosure describes a convergent liquid phase process for manufacturing oligonucleotides by coupling two or more oligonucleotide fragments, each of which have two or more nucleotides. Also provided by the present disclosure are reaction steps

Synthesis of 5'-O-amino-2'-deoxypyrimidine and purine nucleosides: Building-blocks for antisense oligonucleosides

An efficient synthesis of 5'-O-amino-2'-deoxy analogs of uridine 1, thymidine 2, cytidine 3, 5-methylcyitidine 3a, adenosine 4, and guanosine 5 was accomplished. The key step of 5'-O-N-bond formation in 2'-deoxynucleosides 1-5 was achieved via a Mitsunobu reaction in excellent yields. The 5'-O-amino nucleosides 1-5 are useful building-blocks for the synthesis of nucleoside dimers linked by a methylene(methylimino) (MMI) bridge. MMI is a novel phosphate surrogate for antisense oligonucleosides.