5-methyl-1-[(1S,2R,3S,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-hydroxy-pentyl]-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 5-methyl-1-[(1S,2R,3S,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-hydroxy-pentyl]-1H-pyrimidine-2,4-dione
• CAS No.: 1198760-89-2
• Molecular Formula: C₃₈H₄₀N₂O₆S
• Molecular Weight: 652.811

Synonyms:5-methyl-1-[(1S,2R,3S,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-hydroxy-pentyl]-1H-pyrimidine-2,4-dione

Chemical Property of 5-methyl-1-[(1S,2R,3S,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-hydroxy-pentyl]-1H-pyrimidine-2,4-dione

Chemical Property:

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Technology Process of 5-methyl-1-[(1S,2R,3S,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-hydroxy-pentyl]-1H-pyrimidine-2,4-dione

There total 1 articles about 5-methyl-1-[(1S,2R,3S,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-hydroxy-pentyl]-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: 39.0%

C44H54N2O6SSi → 5-methyl-1-[(1S,2R,3S,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-hydroxy-pentyl]-1H-pyrimidine-2,4-dione (1198760-89-2) + 5-methyl-1-[(1R,2R,3S,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-hydroxy-pentyl]-1H-pyrimidine-2,4-dione (1198760-90-5)

Guidance literature:

With pyridine hydrogenfluoride; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/ja905452f

Reference yield: 95.0%

5-methyl-1-[(1S,2R,3S,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-hydroxy-pentyl]-1H-pyrimidine-2,4-dione (1198760-89-2) → 1-(β-D-2',3',5'-tri-O-benzyl-xylosyl)thymine

Guidance literature:

With dimethyl(methylthio)sulfonium tetrafluoroborate; In tetrahydrofuran; at 20 ℃; diastereoselective reaction;

DOI:10.1021/ja905452f

Reference yield:

5-methyl-1-[(1S,2R,3S,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-hydroxy-pentyl]-1H-pyrimidine-2,4-dione (1198760-89-2) + methanesulfonyl chloride (124-63-0) → (1R,2R,3R,4S)-methanesulfonic acid 2,3-bis-benzyloxy-1-benzyloxymethyl-4-benzylsulfanyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyl ester (1198761-00-0)

Guidance literature:

With triethylamine;

DOI:10.1021/ja905452f

Downstream raw materials:

(1R,2R,3R,4S)-methanesulfonic acid 2,3-bis-benzyloxy-1-benzyloxymethyl-4-benzylsulfanyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyl ester

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