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98796-51-1,DMT-dT Phosphoramidite, Cas:98796-51-1

98796-51-1,DMT-dT Phosphoramidite,
Cas:98796-51-1
MFCD00055063
C40H49N4O8P / 744.83

DMT-dT Phosphoramidite

5'-(4,4'-二甲氧基三苯基)-3'-脱氧胸苷 2'-(2-氰乙基-N,N-二异丙基)亚磷酰胺,

5'-O-DMT-thymidine 3'-CE phosphoramidite is a building block for the introduction of thymidine units into oligonucleotides. 5'-O-DMT-thymidine 3'-CE phosphoramidite is utilised in a broad range of applications, including the synthesis of natural and unnatural DNA and RNA strands. Phosphoramidites are the reagent class of choice for oligonucleotide synthesis as they contain readily removable orthogonal protecting groups and can be produced at reasonable scales. The diisopropylamino leaving group is readily cleaved upon exposure to an azole catalyst allowing for a highly efficient coupling reaction with a free hydroxyl group on the growing oligonucleotide and oxidation of the subsequent phosphite triester, followed by beta-elimination of the cyanoethyl group affords the stable phosphodiester linkage.

CAS Number98796-51-1
Product Name5'-Dimethoxytrityl-3'-deoxythymidine 2'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite
IUPAC Name3-[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
Molecular FormulaC40H49N4O8P
Molecular Weight744.83 g/mol
InChIInChI=1S/C40H49N4O8P/c1-27(2)44(28(3)4)53(50-23-11-22-41)52-35-24-37(43-25-29(5)38(45)42-39(43)46)51-36(35)26-49-40(30-12-9-8-10-13-30,31-14-18-33(47-6)19-15-31)32-16-20-34(48-7)21-17-32/h8-10,12-21,25,27-28,35-37H,11,23-24,26H2,1-7H3,(H,42,45,46)/t35-,36+,37+,53?/m0/s1
InChI KeyUNOTXUFIWPRZJX-CEXSRUIHSA-N
SMILESCC1=CN(C(=O)NC1=O)C2CC(C(O2)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC)OP(N(C(C)C)C(C)C)OCCC#N
Canonical SMILESCC1=CN(C(=O)NC1=O)C2CC(C(O2)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC)OP(N(C(C)C)C(C)C)OCCC#N
Isomeric SMILESCC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC)OP(N(C(C)C)C(C)C)OCCC#N


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