1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-((2R,4S,5R)-3,4-dimethyl-5-phenyl-[1,3,2]oxazaphospholidin-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-((2R,4S,5R)-3,4-dimethyl-5-phenyl-[1,3,2]oxazaphospholidin-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS No.: 168772-31-4
• Molecular Formula: C₄₁H₄₄N₃O₈P
• Molecular Weight: 737.789
• Mol file: 168772-31-4.mol

Synonyms:

Chemical Property of 1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-((2R,4S,5R)-3,4-dimethyl-5-phenyl-[1,3,2]oxazaphospholidin-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-((2R,4S,5R)-3,4-dimethyl-5-phenyl-[1,3,2]oxazaphospholidin-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

There total 1 articles about 1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-((2R,4S,5R)-3,4-dimethyl-5-phenyl-[1,3,2]oxazaphospholidin-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-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: 84.0%

(2R,4S,5R)-2-Chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine (61739-41-1,146683-57-0,154097-86-6) + 5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → 1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-((2R,4S,5R)-3,4-dimethyl-5-phenyl-[1,3,2]oxazaphospholidin-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (168772-31-4)

Guidance literature:

With pyridine; triethylamine; In diethyl ether; a) -78 deg C, 3 h, b) 22 deg C, 12 h;

DOI:10.1016/0957-4166(95)00122-6

Reference yield:

1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-((2R,4S,5R)-3,4-dimethyl-5-phenyl-[1,3,2]oxazaphospholidin-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (168772-31-4) → 1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-((2R,4S,5R)-3,4-dimethyl-5-phenyl-2-thioxo-2λ5-[1,3,2]oxazaphospholidin-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione + 1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-((2S,4S,5R)-3,4-dimethyl-5-phenyl-2-thioxo-2λ5-[1,3,2]oxazaphospholidin-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:

With thiosulfonate; In acetonitrile; at 22 ℃; for 0.00833333h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/0957-4166(95)00122-6

Reference yield:

1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-((2R,4S,5R)-3,4-dimethyl-5-phenyl-[1,3,2]oxazaphospholidin-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (168772-31-4) → (S)-Thiophosphoric acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O'-methyl ester + (R)-Thiophosphoric acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O'-methyl ester

Guidance literature:

With thiosulfonate; sodium methylate; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) CH₃CN, 22 deg C, 30 sec, 2.) MeOH, a) 0 deg C, 3 h, b) 25 deg C, 12 h;

DOI:10.1016/0957-4166(95)00122-6

upstream raw materials:

(2R,4S,5R)-2-Chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine

5'-O-(4-4'-dimethoxytrityl)thymidine