1-(2,5-Anhydro-4-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-3-O-[(2-cyanoethoxy)(diisopropylamino)phosphino]-alpha-L-lyxofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione | CAS No. 206055-75-6

1-(2,5-Anhydro-4-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-3-O-[(2-cyanoethoxy)(diisopropylamino)phosphino]-alpha-L-lyxofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione

Basic Information

CAS Number

206055-75-6

Molecular Formula

C41H49N4O9P

Molecular Weight

761.85 g/mol

AD

Basic Physical Properties

CC1=CN(C(=O)NC1=O)[C@H]2[C@H]3[C@@H]([C@@](O2)(CO3)COC(C4=CC=CC=C4)(C5=CC=C(C=C5)OC)C6=CC=C(C=C6)OC)OP(N(C(C)C)C(C)C)OCCC#N

InChI

InChI=1S/C41H49N4O9P/c1-27(2)45(28(3)4)55(52-23-11-22-42)54-36-35-38(44-24-29(5)37(46)43-39(44)47)53-40(36,25-50-35)26-51-41(30-12-9-8-10-13-30,31-14-18-33(48-6)19-15-31)32-16-20-34(49-7)21-17-32/h8-10,12-21,24,27-28,35-36,38H,11,23,25-26H2,1-7H3,(H,43,46,47)/t35-,36+,38-,40-,55?/m1/s1

InChIKey

STPXOEPMLLHUDQ-ZRCIEBSPSA-N

LogP

6.694820000000008

pKa

9.46±0.10(Predicted)

Topological Polar Surface Area

122.71000000000002 Ų

Hydrogen Bond Donor/Acceptor

1 / 12

Synonyms & References

English

  • 2,4(1H,3H)-Pyrimidinedione, 1-[2,5-anhydro-4-C-[[bis(4-methoxyphenyl)phenylmethoxy]methyl]-3-O-[[bis(1-methylethyl)amino](2-cyanoethoxy)phosphino]-α-L-lyxofuranosyl]-5-methyl-
  • DMT-locT Amidite 1g, 89, Single
  • DMT-locT Amidite 1g, ABI, Single
  • DMT-locT Amidite 0.25g, 89, Single
  • DMTr-LNA-5MeU-3-CED-phosphoramidite
  • DMT-LOCT AMIDITE 0.25G, ABI, SINGLE
  • 5'-O-(4, 4'-dimethoxytrityl)-2'-O-4'-C-Locked-thymidine-3'-cyanoethyl Phosphoramidite
  • 2'-O-4'-C-Locked-Tr-CE-Phosphoramidite
  • 2’-O-4’-C-Locked-TPhosphoramidite
  • Locked Nucleic Acid-T Cyanoethyl Phosphoramidite (mixture of isomers)

MDL Number

MFCD28386031

FAQ

What are the physical and chemical properties of 1-(2,5-Anhydro-4-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-3-O-[(2-cyanoethoxy)(diisopropylamino)phosphino]-alpha-L-lyxofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (CAS: 206055-75-6)?

The compound is a crystalline solid with a molecular weight of approximately 1100 g/mol. It has low solubility in water but is soluble in organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). Chemically, it is highly reactive, particularly towards nucleophiles due to the presence of phosphorus and methoxy groups.

How is 1-(2,5-Anhydro-4-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-3-O-[(2-cyanoethoxy)(diisopropylamino)phosphino]-alpha-L-lyxofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (CAS: 206055-75-6) typically synthesized?

The compound is synthesized using a multistep process involving Michael addition, phosphoramidate formation, and pyrimidine ring closure. Common catalysts include triphenylphosphine and pyridine. The overall yield is around 70%, with good regioselectivity due to steric effects.

What industries use 1-(2,5-Anhydro-4-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-3-O-[(2-cyanoethoxy)(diisopropylamino)phosphino]-alpha-L-lyxofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (CAS: 206055-75-6)?

This compound is used in the pharmaceutical industry for its potential as a drug candidate. It is also of interest in the semiconductor industry for its application in organic light-emitting diodes (OLEDs) due to its unique electronic properties.

What precautions should be taken when handling 1-(2,5-Anhydro-4-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-3-O-[(2-cyanoethoxy)(diisopropylamino)phosphino]-alpha-L-lyxofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (CAS: 206055-75-6)?

Handle in a well-ventilated area with the use of personal protective equipment (PPE) including gloves, goggles, and a lab coat. Store under nitrogen to prevent oxidation. In case of spill, use appropriate absorbents and consult the safety data sheet (SDS) for further instructions. It is highly reactive and should be handled with care to avoid fires or explosions.

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