2-((2R,3S)-3-Benzyloxy-5-phenylsulfanyl-tetrahydro-furan-2-ylmethoxy)-4-methoxy-pyrimidine

Base Information

• Chemical Name: 2-((2R,3S)-3-Benzyloxy-5-phenylsulfanyl-tetrahydro-furan-2-ylmethoxy)-4-methoxy-pyrimidine
• CAS No.: 152696-75-8
• Molecular Formula: C₂₃H₂₄N₂O₄S
• Molecular Weight: 424.521

Synonyms:2-((2R,3S)-3-Benzyloxy-5-phenylsulfanyl-tetrahydro-furan-2-ylmethoxy)-4-methoxy-pyrimidine

Chemical Property of 2-((2R,3S)-3-Benzyloxy-5-phenylsulfanyl-tetrahydro-furan-2-ylmethoxy)-4-methoxy-pyrimidine

Chemical Property:

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Technology Process of 2-((2R,3S)-3-Benzyloxy-5-phenylsulfanyl-tetrahydro-furan-2-ylmethoxy)-4-methoxy-pyrimidine

There total 5 articles about 2-((2R,3S)-3-Benzyloxy-5-phenylsulfanyl-tetrahydro-furan-2-ylmethoxy)-4-methoxy-pyrimidine 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: 92.0%

2-chloro-4-methoxypyrimidine (22536-63-6) + ((2R,3S)-3-Benzyloxy-5-phenylsulfanyl-tetrahydro-furan-2-yl)-methanol (169105-21-9) → 2-((2R,3S)-3-Benzyloxy-5-phenylsulfanyl-tetrahydro-furan-2-ylmethoxy)-4-methoxy-pyrimidine (152696-75-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 80 ℃; for 2h;

DOI:10.1246/cl.1993.1187

Reference yield:

benzyl bromide (100-39-0) → 2-((2R,3S)-3-Benzyloxy-5-phenylsulfanyl-tetrahydro-furan-2-ylmethoxy)-4-methoxy-pyrimidine (152696-75-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaOMe, 2.) TrCl, 3.) NaH, 4.) CF₃COOH

2: 92 percent / NaH / dimethylformamide / 2 h / 80 °C

With sodium methylate; trityl chloride; sodium hydride; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1246/cl.1993.1187

Reference yield:

thiophenol (108-98-5) → 2-((2R,3S)-3-Benzyloxy-5-phenylsulfanyl-tetrahydro-furan-2-ylmethoxy)-4-methoxy-pyrimidine (152696-75-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / ZnI₂, Bu₄NI

2: 1.) NaOMe, 2.) TrCl, 3.) NaH, 4.) CF₃COOH

3: 92 percent / NaH / dimethylformamide / 2 h / 80 °C

With sodium methylate; tetra-(n-butyl)ammonium iodide; trityl chloride; sodium hydride; trifluoroacetic acid; zinc(II) iodide; In N,N-dimethyl-formamide;

DOI:10.1246/cl.1993.1187

upstream raw materials:

2-chloro-4-methoxypyrimidine

((2R,3S)-3-Benzyloxy-5-phenylsulfanyl-tetrahydro-furan-2-yl)-methanol

benzyl bromide

thiophenol

Downstream raw materials:

1-((2R,4S,5R)-5-Azidomethyl-4-benzyloxy-tetrahydro-furan-2-yl)-4-methoxy-1H-pyrimidin-2-one

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