1-(5-benzyloxymethyl-5-ethoxy-2,5-dihydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-(5-benzyloxymethyl-5-ethoxy-2,5-dihydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:476330-00-4
Molecular Formula:C₁₉H₂₂N₂O₅
Molecular Weight:358.394
Hs Code.:

1-(5-benzyloxymethyl-5-ethoxy-2,5-dihydro-furan-2-yl)-5-methyl-1<i>H</i>-pyrimidine-2,4-dione

Synonyms:1-(5-benzyloxymethyl-5-ethoxy-2,5-dihydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

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Chemical Property of 1-(5-benzyloxymethyl-5-ethoxy-2,5-dihydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 1-(5-benzyloxymethyl-5-ethoxy-2,5-dihydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

There total 3 articles about 1-(5-benzyloxymethyl-5-ethoxy-2,5-dihydro-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: 38.0%

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

: 441019-90-5
(5S)-2-acetoxy-5-(benzyloxymethyl)-5-ethoxy-2,5-dihydrofuran

: 476330-00-4
1-(5-benzyloxymethyl-5-ethoxy-2,5-dihydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: thymin; With N,O-bis-(trimethylsilyl)-acetamide; In N,N-dimethyl-formamide; for 0.166667h;

(5S)-2-acetoxy-5-(benzyloxymethyl)-5-ethoxy-2,5-dihydrofuran; With 1,1'-bis-(diphenylphosphino)ferrocene; tetrabutyl ammonium fluoride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In N,N-dimethyl-formamide; at 25 ℃; for 6h; Further stages.;
DOI:10.1021/jo011074b

Reference yield:

: 288103-07-1
(-)-5-(benzyloxymethyl)-5-ethoxy-5H-furan-2-one

: 476330-00-4
1-(5-benzyloxymethyl-5-ethoxy-2,5-dihydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisobutylaluminum hydride / CH₂Cl₂ / 1.5 h / -78 °C

1.2: 85 percent / pyridine; 4-dimethylaminopyridine / CH₂Cl₂ / 4 h / -78 - 0 °C

2.1: N,O-bis(trimethylsilyl)acetamide / dimethylformamide / 0.17 h

2.2: 38 percent / tetra-n-butylammonium fluoride; 1,1-bis(diphenylphosphino)ferrocene / tris(dibenzylideneacetone)dipalladium⁽⁰⁾*CHCl₃ / dimethylformamide / 6 h / 25 °C

With N,O-bis-(trimethylsilyl)-acetamide; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide; 1.1: Rhychnovsky reaction;
DOI:10.1021/jo011074b

Reference yield:

: 441019-86-9
Acetic acid (2R,5S)-5-benzyloxymethyl-5-ethoxy-2,5-dihydro-furan-2-yl ester

: 476330-00-4
1-(5-benzyloxymethyl-5-ethoxy-2,5-dihydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: 92 percent / acetic acid; zinc(II) acetate / 12 h / 35 °C

2.1: N,O-bis(trimethylsilyl)acetamide / dimethylformamide / 0.17 h

2.2: 38 percent / tetra-n-butylammonium fluoride; 1,1-bis(diphenylphosphino)ferrocene / tris(dibenzylideneacetone)dipalladium⁽⁰⁾*CHCl₃ / dimethylformamide / 6 h / 25 °C

With N,O-bis-(trimethylsilyl)-acetamide; zinc diacetate; acetic acid; In N,N-dimethyl-formamide;
DOI:10.1021/jo011074b