DMT-2'-O-Methyl-rC(tac) Phosphoramidite

DMT-2'-O-Methyl-rC(tac) Phosphoramidite is a modified phosphoramidite designed for the synthesis of stable and efficient RNA oligonucleotides. The protective groups and modifications, such as 5'-O-DMTr and 2'-O-methyl, enhance the stability of the resulting nucleic acids and facilitate their incorporation into nucleic acid chains during solid-phase synthesis. This compound is crucial in producing antisense oligonucleotides, siRNA, probes, and primers, providing enhanced resistance to enzymatic degradation and improved performance in various applications.

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Catalog

BRP-01499

Synonyms

2'-OMe-rC(TAc) CE phosphoramidite; 5'-O-(4,4-Dimethoxytrityl)-N-[[4-(tert-butyl)phenoxy]acetyl]-2'-O-methylcytidine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite; DMT-2'O-Methyl-rC(tac) Phosphoramidite; DMT-2'-O-Me-rC(tac) amidite; 2'-O-Methyl-rC(N-tac)Phosphoramidite; 5'-O-DMT-N4-[(4-i-propylphenoxy)acetyl]-2'-O-methylcytidine 3'-CE phosphoramidite; DMT-2'O-Methyl-rC(tac) Phosphoramidite

IUPAC Name

N-[1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxy-3-methoxyoxolan-2-yl]-2-oxopyrimidin-4-yl]-2-(4-tert-butylphenoxy)acetamide

Molecular Weight

950.08

Molecular Formula

C52H64N5O10P

Canonical SMILES

CC(C)N(C(C)C)P(OCCC#N)OC1C(OC(C1OC)N2C=CC(=NC2=O)NC(=O)COC3=CC=C(C=C3)C(C)(C)C)COC(C4=CC=CC=C4)(C5=CC=C(C=C5)OC)C6=CC=C(C=C6)OC

InChI

InChI=1S/C52H64N5O10P/c1-35(2)57(36(3)4)68(65-32-14-30-53)67-47-44(33-64-52(38-15-12-11-13-16-38,39-19-23-41(60-8)24-20-39)40-21-25-42(61-9)26-22-40)66-49(48(47)62-10)56-31-29-45(55-50(56)59)54-46(58)34-63-43-27-17-37(18-28-43)51(5,6)7/h11-13,15-29,31,35-36,44,47-49H,14,32-34H2,1-10H3,(H,54,55,58,59)/t44-,47-,48-,49-,68?/m1/s1

InChIKey

JRJMGDLRRSEUHM-MVHRPHEDSA-N

Purity

≥95% by HPLC

Storage

Store at 2-8 °C

Related CAS

179486-26-1 (R-isomer) 179486-27-2 (S-isomer)

Chemical Structure: