1-(1-benzyl-5-methyl-2,4-dioxo-(1H,3H)-pyrimidin-3-ylmethyl)cycloprop-1-ylmethanol

Base Information

• Chemical Name: 1-(1-benzyl-5-methyl-2,4-dioxo-(1H,3H)-pyrimidin-3-ylmethyl)cycloprop-1-ylmethanol
• CAS No.: 186387-79-1
• Molecular Formula: C₁₇H₂₀N₂O₃
• Molecular Weight: 300.357
• Mol file: 186387-79-1.mol

Synonyms:1-(1-benzyl-5-methyl-2,4-dioxo-(1H,3H)-pyrimidin-3-ylmethyl)cycloprop-1-ylmethanol

Chemical Property of 1-(1-benzyl-5-methyl-2,4-dioxo-(1H,3H)-pyrimidin-3-ylmethyl)cycloprop-1-ylmethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(1-benzyl-5-methyl-2,4-dioxo-(1H,3H)-pyrimidin-3-ylmethyl)cycloprop-1-ylmethanol

There total 6 articles about 1-(1-benzyl-5-methyl-2,4-dioxo-(1H,3H)-pyrimidin-3-ylmethyl)cycloprop-1-ylmethanol 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%

1-benzyl-3-(1-cyanocycloprop-1-ylmethyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (186387-77-9) → 1-(1-benzyl-5-methyl-2,4-dioxo-(1H,3H)-pyrimidin-3-ylmethyl)cycloprop-1-ylmethanol (186387-79-1)

Guidance literature:

1-benzyl-3-(1-cyanocycloprop-1-ylmethyl)-5-methyl-2,4(1H,3H)-pyrimidinedione; With methyl chloroformate; In tetrahydrofuran; at -5 ℃;

With sodium tetrahydroborate; In water;

DOI:10.1016/S0960-894X(03)00305-6

Reference yield:

methyl chloroformate (79-22-1) + 1-(1-benzyl-5-methyl-2,4-dioxo-(1H,3H)-pyrimidin-3-ylmethyl)-1-cyclopropanecarboxylic acid (186387-78-0) → 1-(1-benzyl-5-methyl-2,4-dioxo-(1H,3H)-pyrimidin-3-ylmethyl)cycloprop-1-ylmethanol (186387-79-1)

Guidance literature:

With hydrogenchloride; sodium borohydrid; triethylamine; In tetrahydrofuran; water;

Reference yield:

1-benzyl-5-methyl-2,4(1H,3H)-pyrimidinedione (6306-73-6) → 1-(1-benzyl-5-methyl-2,4-dioxo-(1H,3H)-pyrimidin-3-ylmethyl)cycloprop-1-ylmethanol (186387-79-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 70 percent / NaH / dimethylformamide / 50 °C

2.1: methyl chloroformate / tetrahydrofuran / -5 °C

2.2: 90 percent / NaBH₄ / H₂O

With sodium hydride; methyl chloroformate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(03)00305-6

upstream raw materials:

1-benzyl-3-(1-cyanocycloprop-1-ylmethyl)-5-methyl-2,4(1H,3H)-pyrimidinedione

1-benzyl-5-methyl-2,4(1H,3H)-pyrimidinedione

benzyl bromide

1-hydroxymethyl-cyclopropanecarbonitrile

Downstream raw materials:

1-(1-benzyl-5-methyl-2,4-dioxo-(1H,3H)-pyrimidin-3-ylmethyl)cycloprop-1-ylmethyl methanesulfonate

1-benzyl-5-methyl-3-(1-{4-[2-(2,2,2-trifluoro-ethoxy)-phenyl]-piperazin-1-ylmethyl}-cyclopropylmethyl)-1H-pyrimidine-2,4-dione