| Identification | Back Directory | [Name]
5'-Dimethoxytrityl-3'-deoxythymidine 2'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite | [CAS]
98796-51-1 | [Synonyms]
DMT-dT amidite
DMT-dT Pharmadite
DNAT-PHOSPHORAMIDITE
T-CE phosphoramidite
DT-CE PHOSPHORAMIDITE
DMT-dT PhosphoraMidite
DMT-dT-CE-Phosphoramidite
DMT-DT AMIDITE 5G 6 PACK
DMT-DT AMIDITE 5G SINGLE
5'-DMT-dT phosphoramidite
DMT-DT AMIDITE 20G 6 PACK
DMT-DT AMIDITE 10G SINGLE
Thymidine-3'-phosphoramidite
DMT-dT Amidite 6.85g, 6 Pack
REF DUPL: dT Phosphoramidite
Deoxythymidine Phosphoramidite
DMT-DT AMIDITE 1G AB 12 PACK
DMT-DT AMIDITE 2G AB 12 PACK
DMT-DT AMIDITE 1G 89 12 PACK
DMT-DT AMIDITE 2G 89 12 PACK
DMT-THYMIDINE CED PHOSPHORAMIDITE
DMT-dT Amidite 2g, 60ml vial, 12 Pack
DMT-dT Amidite 1g, 60ml vial, 12 Pack
DMT-DT AMIDITE 4G 60ML VIAL 12 PACK
5'-O-DMT-thymidine 3'-CE phosphoramidite
5'-O-DMT- 2'-Deoxy Thymidine Phosphoramidite
thymidine-ce phosphoramidite for*biosearch 8000
5'-O-DMT-2'-deoxythymidine-3'-CE Phosphoramidite
N-blocked-5'-O-DMT 3'-CED thymidine phosphoramidite
3'-O-P-5'-O-DMT-2'-DEOXY-THYRIDINE [DT PHOSPHORAMIDITE]
5'-O-(4,4'-Dimethoxytrityl)-thymidine-3'-cyanoethyl Phosphoramidite
5'-O-DMT-N2-isobutyryl-2'-de5'-O-DMT-Thymidine 3'-CE phosphoramidite
5'-O-Dimethoxytrityl-2'-deoxy-thymidine-3'-O-(2-cyanoethyl)-Phosphoramidite
5''-O-(4,4''-Dimethoxytrityl)-thymidine-3''-N,N-diisopropyl-(2-cyanoethyl)-pho
5'-O-(DIMETHOXYTRITYL)-THYMIDINE-3'-N,N-DIISOPROPYL(CYANOETHYL)PHOSPHORAMIDITE
5'-dimethoxytrityl-3'-deoxythymidine 2'-[(2-cyanoethyl)-(n,n-diisopropyl)]-phosphoramidite
5'-O-(4,4'-Dimethoxytrityl)thymidine-3'-O-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite
5'-O-(4,4'-DIMETHOXYTRITYL)-2'-DEOXYTHYMIDINE-3'-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE
Thymidine, 5-O-bis(4-methoxyphenyl)phenylmethyl-, 3-2-cyanoethyl bis(1-methylethyl)phosphoramidite
5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-thymidine 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]
5′-O-(4,4′-dimethoxytrityl)-2′-deoxythymidine-3′-O-[O-(2-cyanoethyl)-N,N′-diisopropylphosphoramidite]
5'-O-[Bis(4-Methoxyphenyl)phenylMethyl]-thyMidine 3'-[2-cyanoethyl N,N-bis(1-Methylethyl)phosphoraMidite]
5'-O-(4,4'-Dimethoxytrityl)-2'-deoxy-5-methyluridine-3'-O-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite
Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]
(2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl 2-cyanoethyl diisopropylphosphoramidite | [EINECS(EC#)]
685-410-3 | [Molecular Formula]
C40H49N4O8P | [MDL Number]
MFCD00055063 | [MOL File]
98796-51-1.mol | [Molecular Weight]
744.81 |
| Chemical Properties | Back Directory | [density ]
1.22 at 20℃ | [vapor pressure ]
0-0Pa at 20-50℃ | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
soluble, clear | [form ]
powder or granules | [pka]
9.55±0.10(Predicted) | [color ]
white to off-white | [biological source]
non-animal source (no BSE/TSE risk) | [Water Solubility ]
soluble, clear | [InChIKey]
UNOTXUFIWPRZJX-DJKSPSSYNA-N | [SMILES]
O(C(C1=CC=C(OC)C=C1)(C1=CC=C(OC)C=C1)C1=CC=CC=C1)C[C@H]1O[C@@H](N2C=C(C)C(=O)NC2=O)C[C@@H]1OP(N(C(C)C)C(C)C)OCCC#N |&1:25,27,38,r| | [LogP]
5.8 at 20℃ |
| Hazard Information | Back Directory | [Chemical Properties]
5'-O-DMT-Thymidine-CE Phosphoramidite is also known as DMT-dT Phosphoramidite. The IUPAC Name of this compound is (2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite. It allows for the introduction of thymidine units into oligonucleotides. Also, it has been used in various applications, including the synthesis of natural and unnatural DNA and RNA strands.
| [Uses]
5''-O-[Bis(4-Methoxyphenyl)phenylmethyl]-thymidine 3''-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite] is a nucleotide and reactant used in the solid-phase synthesis of phosphorothioate oligonucleotides, and in the synthesis of lipophilic 5''-phosphoramidate derivatives of DNA and RNA oligonucleotides. | [Synthesis]
General synthesis of (2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuro-3-yl(2-cyanoethyl)diisopropyl phosphoramidite, starting with bis(diisopropylamino)(2-cyanoethoxy)phosphine and protecting thymidine The steps are as follows: with reference to Comparative Examples 1-3; three different phosphoramidite reactions (C1-C3) were carried out to react the protecting nucleoside reagent with 2-cyanoethyl-N,N,N',N'-tetraisopropylphosphoramidite in the presence of a pyridine-TFA activator and the yields were calculated for each of the reactions. The general procedure of Examples 12-18 was followed. Table 3 lists the different combinations of protected nucleosides, solvents and yields for the three reactions. As shown in Table 3, the yields of the present invention are surprisingly at least comparable, and in many cases superior, to similar reactions using conventional activators containing significantly less hindered unsubstituted pyridine salts. | [References]
[1] Chemical Communications, 1997, # 9, p. 877 - 878
[2] Tetrahedron Letters, 1990, vol. 31, # 10, p. 1463 - 1466
[3] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 4, p. 747 - 757
[4] Patent: US2003/232980, 2003, A1. Location in patent: Page 7
[5] Patent: US2003/232980, 2003, A1. Location in patent: Page 6 |
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