(5-{2-(4-fluoro-benzylsulfanyl)-1-[(methyl-octyl-carbamoyl)-methyl]-4-oxo-1,4-dihydro-pyrimidin-5-ylmethyl}-2-oxo-2H-pyrimidin-1-yl)-acetic acid ethyl ester

Base Information

• Chemical Name: (5-{2-(4-fluoro-benzylsulfanyl)-1-[(methyl-octyl-carbamoyl)-methyl]-4-oxo-1,4-dihydro-pyrimidin-5-ylmethyl}-2-oxo-2H-pyrimidin-1-yl)-acetic acid ethyl ester
• CAS No.: 259532-11-1
• Molecular Formula: C₃₁H₄₀FN₅O₅S
• Molecular Weight: 613.754

Synonyms:

Chemical Property of (5-{2-(4-fluoro-benzylsulfanyl)-1-[(methyl-octyl-carbamoyl)-methyl]-4-oxo-1,4-dihydro-pyrimidin-5-ylmethyl}-2-oxo-2H-pyrimidin-1-yl)-acetic acid ethyl ester

Chemical Property:

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Useful:

Technology Process of (5-{2-(4-fluoro-benzylsulfanyl)-1-[(methyl-octyl-carbamoyl)-methyl]-4-oxo-1,4-dihydro-pyrimidin-5-ylmethyl}-2-oxo-2H-pyrimidin-1-yl)-acetic acid ethyl ester

There total 11 articles about (5-{2-(4-fluoro-benzylsulfanyl)-1-[(methyl-octyl-carbamoyl)-methyl]-4-oxo-1,4-dihydro-pyrimidin-5-ylmethyl}-2-oxo-2H-pyrimidin-1-yl)-acetic acid ethyl ester 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:

ethyl 3-(2-methoxypyrimidin-5-yl)acrylate (224776-35-6) → (5-{2-(4-fluoro-benzylsulfanyl)-1-[(methyl-octyl-carbamoyl)-methyl]-4-oxo-1,4-dihydro-pyrimidin-5-ylmethyl}-2-oxo-2H-pyrimidin-1-yl)-acetic acid ethyl ester (259532-11-1)

Guidance literature:

Multi-step reaction with 10 steps

1.1: H₂; Et₃N / Pd/C / ethanol

2.1: NaH / 1,2-dimethoxy-ethane

3.1: K₂CO₃ / dimethylformamide

4.1: aq. NaOH

5.1: (COCl)2 / 1,2-dichloro-ethane

6.1: acetonitrile

7.1: dimethylformamide

7.2: NaOEt

8.1: iPrNEt / CH₂Cl₂

9.1: B-bromocatecholborane / CH₂Cl₂

10.1: K₂CO₃ / dimethylformamide

With sodium hydroxide; oxalyl dichloride; bromocatecholborane; hydrogen; sodium hydride; potassium carbonate; N-isopropylethylamine; triethylamine; palladium on activated charcoal; In 1,2-dimethoxyethane; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0960-894X(01)00038-5

Reference yield:

1-chloromethyl-4-fluorobenzene (352-11-4) → (5-{2-(4-fluoro-benzylsulfanyl)-1-[(methyl-octyl-carbamoyl)-methyl]-4-oxo-1,4-dihydro-pyrimidin-5-ylmethyl}-2-oxo-2H-pyrimidin-1-yl)-acetic acid ethyl ester (259532-11-1)

Guidance literature:

Multi-step reaction with 3 steps

1: iPrNEt / CH₂Cl₂

2: B-bromocatecholborane / CH₂Cl₂

3: K₂CO₃ / dimethylformamide

With bromocatecholborane; potassium carbonate; N-isopropylethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00038-5

Reference yield:

ethyl 3-(2-methoxypyrimidin-5-yl)propionate (224776-36-7) → (5-{2-(4-fluoro-benzylsulfanyl)-1-[(methyl-octyl-carbamoyl)-methyl]-4-oxo-1,4-dihydro-pyrimidin-5-ylmethyl}-2-oxo-2H-pyrimidin-1-yl)-acetic acid ethyl ester (259532-11-1)

Guidance literature:

Multi-step reaction with 9 steps

1.1: NaH / 1,2-dimethoxy-ethane

2.1: K₂CO₃ / dimethylformamide

3.1: aq. NaOH

4.1: (COCl)2 / 1,2-dichloro-ethane

5.1: acetonitrile

6.1: dimethylformamide

6.2: NaOEt

7.1: iPrNEt / CH₂Cl₂

8.1: B-bromocatecholborane / CH₂Cl₂

9.1: K₂CO₃ / dimethylformamide

With sodium hydroxide; oxalyl dichloride; bromocatecholborane; sodium hydride; potassium carbonate; N-isopropylethylamine; In 1,2-dimethoxyethane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0960-894X(01)00038-5

upstream raw materials:

ethyl bromoacetate

1-(N-Methyl-N-(oct-1-yl)aminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(2-oxopyrimid-5-ylmethyl)pyrimidin-4-one

1-chloromethyl-4-fluorobenzene

ethyl 3-(2-methoxypyrimidin-5-yl)acrylate

Downstream raw materials:

(5-{2-(4-fluoro-benzylsulfanyl)-1-[(methyl-octyl-carbamoyl)-methyl]-4-oxo-1,4-dihydro-pyrimidin-5-ylmethyl}-2-oxo-2H-pyrimidin-1-yl)-acetic acid

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