1-[(2R,4S,5R)-4-hydroxy-5-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione

Base Information

• Chemical Name: 1-[(2R,4S,5R)-4-hydroxy-5-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS No.: 42926-80-7
• Molecular Formula: C30H30N2O6
• Molecular Weight: 514.578
• DSSTox Substance ID: DTXSID20464963
• Nikkaji Number: J1.180.167F
• Wikidata: Q82290554
• Mol file: 42926-80-7.mol

Synonyms:42926-80-7;SCHEMBL9015743;DTXSID20464963;1-[(2R,4S,5R)-4-hydroxy-5-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione

Chemical Property of 1-[(2R,4S,5R)-4-hydroxy-5-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione

Chemical Property:

• Melting Point: 103-105 °C
• PSA: 103.04000
• Density: 1.274±0.06 g/cm3(Predicted)
• LogP: 3.92300
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 514.21038668
• Heavy Atom Count: 38
• Complexity: 839

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=O)C2CC(C(O2)COC(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=C(C=C5)OC)O
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)COC(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=C(C=C5)OC)O

Technology Process of 1-[(2R,4S,5R)-4-hydroxy-5-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione

There total 10 articles about 1-[(2R,4S,5R)-4-hydroxy-5-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

mono-4-methoxytrityl chloride (14470-28-1) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → 5'-O-(4-monomethoxytrityl)-2'-deoxythymidine (42926-80-7)

Guidance literature:

With dmap; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3.5h;

DOI:10.1021/jo001223a

Reference yield: 91.0%

4-methoxytriphenylmethyl trifluoroacetate (90173-59-4) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → 5'-O-(4-monomethoxytrityl)-2'-deoxythymidine (42926-80-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Reagent/catalyst; Solvent; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tetlet.2016.07.062

Reference yield: 70.0%

benzyl p-monomethoxytrityl ether (1333311-80-0) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → 5'-O-(4-monomethoxytrityl)-2'-deoxythymidine (42926-80-7)

Guidance literature:

With cerium(IV) trifluoromethanesulfonate; diethylazodicarboxylate; In acetonitrile; at 20 ℃; for 7.5h; Molecular sieve;

DOI:10.1139/V10-042

upstream raw materials:

mono-4-methoxytrityl chloride

thymidine

C₄₅H₅₉N₄O₈PS₂

C₃₆H₄₂N₂O₇S₂

Downstream raw materials:

Thiophosphoric acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-methyl ester; compound with pyridine

1-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

C₄₈H₅₄N₇O₁₄P

C₅₀H₅₂N₅O₁₄P