1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-([1,3,2]oxathiaphospholan-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-([1,3,2]oxathiaphospholan-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS No.: 186500-26-5
• Molecular Formula: C₃₃H₃₅N₂O₈PS
• Molecular Weight: 650.689

Synonyms:

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

Chemical Property:

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

There total 2 articles about 1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-([1,3,2]oxathiaphospholan-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:

5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) + N,N-diisopropylamino-1,3,2-oxathiaphospholane (138493-50-2) → 1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-([1,3,2]oxathiaphospholan-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (186500-26-5,186500-28-7)

Guidance literature:

With 1H-tetrazole; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/ja00154a001

Reference yield:

2-chloro-1,3,2-oxathiaphospholane (20354-32-9) + 5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → 1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-([1,3,2]oxathiaphospholan-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (186500-26-5,186500-28-7)

Guidance literature:

DOI:10.1021/ol051302e

Reference yield:

1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-([1,3,2]oxathiaphospholan-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (186500-26-5,186500-28-7) → 5'-O-DMT-thymidine 3'-O-(2-thio-1,3,2-oxathiaphospholane) (179090-12-1)

Guidance literature:

With sulfur; In dichloromethane; for 12h; Yield given; Ambient temperature;

DOI:10.1021/ja00154a001

upstream raw materials:

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

N,N-diisopropylamino-1,3,2-oxathiaphospholane

2-chloro-1,3,2-oxathiaphospholane

Downstream raw materials:

5'-O-DMT-thymidine 3'-O-(2-thio-1,3,2-oxathiaphospholane)

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