1-(3',5'-di-O-benzyl-2'-deoxy-6'-hydroxy-6'-carba-β-D-ribofuranosyl)thymine

Base Information

• Chemical Name: 1-(3',5'-di-O-benzyl-2'-deoxy-6'-hydroxy-6'-carba-β-D-ribofuranosyl)thymine
• CAS No.: 114071-49-7
• Molecular Formula: C₂₅H₂₈N₂O₅
• Molecular Weight: 436.508

Synonyms:1-(3',5'-di-O-benzyl-2'-deoxy-6'-hydroxy-6'-carba-β-D-ribofuranosyl)thymine

Chemical Property of 1-(3',5'-di-O-benzyl-2'-deoxy-6'-hydroxy-6'-carba-β-D-ribofuranosyl)thymine

Chemical Property:

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Technology Process of 1-(3',5'-di-O-benzyl-2'-deoxy-6'-hydroxy-6'-carba-β-D-ribofuranosyl)thymine

There total 12 articles about 1-(3',5'-di-O-benzyl-2'-deoxy-6'-hydroxy-6'-carba-β-D-ribofuranosyl)thymine 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: 70.0%

(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane (110567-22-1) + thymin (65-71-4,28806-14-6,691841-57-3) → 1-(3',5'-di-O-benzyl-2'-deoxy-6'-hydroxy-6'-carba-β-D-ribofuranosyl)thymine (114071-49-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 140 ℃;

DOI:10.1039/c39870001083

Reference yield: 70.0%

(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane (110567-22-1) + 2,4-dihydroxy-5-methylpyrimidine (65-71-4,80289-22-1) → 1-(3',5'-di-O-benzyl-2'-deoxy-6'-hydroxy-6'-carba-β-D-ribofuranosyl)thymine (114071-49-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 140 ℃;

DOI:10.1039/c39900000458

Reference yield:

(5aS,7S,8R,8aR)-7-Benzyloxy-8-benzyloxymethyl-3-methyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one (129436-48-2) → 1-((1S,2R,3S,4S)-4-Benzyloxy-3-benzyloxymethyl-2-hydroxy-cyclopentyl)-5-methyl-1H-pyrimidine-2,4-dione (114071-49-7)

Guidance literature:

With sodium hydroxide; In methanol; water; at 22 ℃;

DOI:10.1039/c39900000458

upstream raw materials:

(5aS,7S,8R,8aR)-7-Benzyloxy-8-benzyloxymethyl-3-methyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one

(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane

2,4-dihydroxy-5-methylpyrimidine

thymin

Downstream raw materials:

(5aS,7S,8R,8aR)-7-Benzyloxy-8-benzyloxymethyl-3-methyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one

1-((1S,3R,4S)-4-Benzyloxy-3-benzyloxymethyl-2-oxo-cyclopentyl)-5-methyl-1H-pyrimidine-2,4-dione

1-((1R,3S,4R)-3-hydroxy-4-(hydroxymethyl)cyclopentyl)-5-methylpyrimidine-2,4(1H,3H)-dione

1-(3',5'-di-O-benzyl-2'-deoxy-6'-carba-β-D-ribofuranosyl)thymine

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