3-Benzyloxymethyl-1-((1R,3S,4R)-3-benzyloxy-4-trityloxymethyl-cyclopentyl)-5-methyl-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:3-Benzyloxymethyl-1-((1R,3S,4R)-3-benzyloxy-4-trityloxymethyl-cyclopentyl)-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:201848-28-4
Molecular Formula:C₄₅H₄₄N₂O₅
Molecular Weight:692.855
Hs Code.:

Synonyms:3-Benzyloxymethyl-1-((1R,3S,4R)-3-benzyloxy-4-trityloxymethyl-cyclopentyl)-5-methyl-1H-pyrimidine-2,4-dione

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Chemical Property of 3-Benzyloxymethyl-1-((1R,3S,4R)-3-benzyloxy-4-trityloxymethyl-cyclopentyl)-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 3-Benzyloxymethyl-1-((1R,3S,4R)-3-benzyloxy-4-trityloxymethyl-cyclopentyl)-5-methyl-1H-pyrimidine-2,4-dione

There total 5 articles about 3-Benzyloxymethyl-1-((1R,3S,4R)-3-benzyloxy-4-trityloxymethyl-cyclopentyl)-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: 90.0%

: 100-39-0
benzyl bromide

: 201848-23-9
3-Benzyloxymethyl-1-((1R,3S,4R)-3-hydroxy-4-trityloxymethyl-cyclopentyl)-5-methyl-1H-pyrimidine-2,4-dione

: 201848-28-4
3-Benzyloxymethyl-1-((1R,3S,4R)-3-benzyloxy-4-trityloxymethyl-cyclopentyl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 25 ℃; for 72h;
DOI:10.1080/07328319708002566

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 201848-28-4
3-Benzyloxymethyl-1-((1R,3S,4R)-3-benzyloxy-4-trityloxymethyl-cyclopentyl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 11.8 percent / NaOH / dimethylsulfoxide / 16 h / 50 °C

2: 90 percent / PPh₃, DEAD / tetrahydrofuran / 1.) -78 deg C, 2 h, 2.) 25 deg C, 18 h

3: 86 percent / TBAF / tetrahydrofuran / 72 h / 25 °C

4: 90 percent / NaH / dimethylformamide / 72 h / 25 °C

With sodium hydroxide; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1080/07328319708002566

Reference yield:

: 65-71-4,28806-14-6,691841-57-3
thymin

: 201848-28-4
3-Benzyloxymethyl-1-((1R,3S,4R)-3-benzyloxy-4-trityloxymethyl-cyclopentyl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 11.8 percent / NaOH / dimethylsulfoxide / 16 h / 50 °C

2: 90 percent / PPh₃, DEAD / tetrahydrofuran / 1.) -78 deg C, 2 h, 2.) 25 deg C, 18 h

3: 86 percent / TBAF / tetrahydrofuran / 72 h / 25 °C

4: 90 percent / NaH / dimethylformamide / 72 h / 25 °C

With sodium hydroxide; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1080/07328319708002566