ethyl 4-(3-hydroxyphenyl)-2-oxo-6-(2-(triisopropylsilyloxy)ethyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Base Information

Chemical Name:ethyl 4-(3-hydroxyphenyl)-2-oxo-6-(2-(triisopropylsilyloxy)ethyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
CAS No.:1224680-66-3
Molecular Formula:C₂₄H₃₈N₂O₅Si
Molecular Weight:462.662
Hs Code.:

Synonyms:ethyl 4-(3-hydroxyphenyl)-2-oxo-6-(2-(triisopropylsilyloxy)ethyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate

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Chemical Property of ethyl 4-(3-hydroxyphenyl)-2-oxo-6-(2-(triisopropylsilyloxy)ethyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate

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Technology Process of ethyl 4-(3-hydroxyphenyl)-2-oxo-6-(2-(triisopropylsilyloxy)ethyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate

There total 3 articles about ethyl 4-(3-hydroxyphenyl)-2-oxo-6-(2-(triisopropylsilyloxy)ethyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate 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: 56.0%

: 100-83-4
meta-hydroxybenzaldehyde

: 57-13-6
urea

: 365404-54-2
3-oxo-5-triisopropylsilanyloxy-pentanoic acid ethyl ester

: 1224680-66-3
ethyl 4-(3-hydroxyphenyl)-2-oxo-6-(2-(triisopropylsilyloxy)ethyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Guidance literature:: ytterbium(III) triflate; In acetonitrile; at 90 ℃; for 24h; Inert atmosphere;

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 1224680-66-3
ethyl 4-(3-hydroxyphenyl)-2-oxo-6-(2-(triisopropylsilyloxy)ethyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride / tetrahydrofuran / 7 h / 25 °C

2: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 0.5 h / -78 - 25 °C

3: tin(ll) chloride / dichloromethane / 16 h / 25 °C

4: ytterbium(III) triflate / acetonitrile / 24 h / 90 °C / Inert atmosphere

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; tin(ll) chloride; ytterbium(III) triflate; In tetrahydrofuran; dichloromethane; acetonitrile; 4: Biginelli pyrimidine synthesis;
DOI:10.1016/j.bmcl.2012.01.133

Reference yield:

: 178905-39-0
3-[1,1-bis(methylethyl)-2-methyl-1-silapropoxy]propane-1-ol

: 1224680-66-3
ethyl 4-(3-hydroxyphenyl)-2-oxo-6-(2-(triisopropylsilyloxy)ethyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 0.5 h / -78 - 25 °C

2: tin(ll) chloride / dichloromethane / 16 h / 25 °C

3: ytterbium(III) triflate / acetonitrile / 24 h / 90 °C / Inert atmosphere

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; tin(ll) chloride; ytterbium(III) triflate; In dichloromethane; acetonitrile; 3: Biginelli pyrimidine synthesis;
DOI:10.1016/j.bmcl.2012.01.133