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CAS 104992-55-4

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N-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Description:
N-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite, with CAS number 104992-55-4, is a phosphoramidite derivative of adenosine, commonly used in the synthesis of oligonucleotides. This compound features several protective groups, including a benzoyl group and a dimethoxytrityl group, which help to stabilize the molecule during the synthesis process. The tert-butyl dimethylsilyl group provides additional protection for the 2'-hydroxyl group, enhancing the compound's stability and reactivity. The presence of the cyanoethyl group is crucial for the phosphoramidite's role in the phosphoramidite chemistry, facilitating the coupling reaction during oligonucleotide synthesis. This compound is typically utilized in automated synthesizers for the production of DNA and RNA sequences, making it an essential reagent in molecular biology and genetic research. Its complex structure allows for selective reactions, ensuring high fidelity in the synthesis of nucleic acid sequences.
Formula:C53H66N7O8PSi
InChI:InChI=1S/C53H66N7O8PSi/c1-36(2)60(37(3)4)69(65-32-18-31-54)67-46-44(33-64-53(39-21-16-13-17-22-39,40-23-27-42(62-8)28-24-40)41-25-29-43(63-9)30-26-41)66-51(47(46)68-70(10,11)52(5,6)7)59-35-57-45-48(55-34-56-49(45)59)58-50(61)38-19-14-12-15-20-38/h12-17,19-30,34-37,44,46-47,51H,18,32-33H2,1-11H3,(H,55,56,58,61)/t44-,46-,47-,51-,69?/m1/s1
InChI key:FFXHNCNNHASXCT-RFMFGJHUSA-N
SMILES:CC(C)N(C(C)C)P(OCCC#N)O[C@@H]1[C@H](O[C@H]([C@@H]1O[Si](C)(C)C(C)(C)C)N2C=NC3=C(N=CN=C32)NC(=O)C4=CC=CC=C4)COC(C5=CC=CC=C5)(C6=CC=C(C=C6)OC)C7=CC=C(C=C7)OC
Synonyms:
  • 2'-TBDMS-rA(N-Bz) Phosphoramidite
  • 5'-O-DMT-2'-TBDMS-rA(N-Bz)-3'-CEDPA
  • Bz-rA Phosphoramidite
  • N6-Benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(t-butyl-dimethylsilyl)-adenosine-3'-cyanoethyl Phosphoramidite
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