(2R,4R)-3-benzoyl-1,2,3,4,5,6-hexahydro-2-(1-methylethyl)-6-oxopyrimidine-4-carboxylic acid

Base Information

Chemical Name:(2R,4R)-3-benzoyl-1,2,3,4,5,6-hexahydro-2-(1-methylethyl)-6-oxopyrimidine-4-carboxylic acid
CAS No.:727740-59-2
Molecular Formula:C₁₅H₁₈N₂O₄
Molecular Weight:290.319
Hs Code.:

Synonyms:(2R,4R)-3-benzoyl-1,2,3,4,5,6-hexahydro-2-(1-methylethyl)-6-oxopyrimidine-4-carboxylic acid

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Chemical Property of (2R,4R)-3-benzoyl-1,2,3,4,5,6-hexahydro-2-(1-methylethyl)-6-oxopyrimidine-4-carboxylic acid

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Technology Process of (2R,4R)-3-benzoyl-1,2,3,4,5,6-hexahydro-2-(1-methylethyl)-6-oxopyrimidine-4-carboxylic acid

There total 1 articles about (2R,4R)-3-benzoyl-1,2,3,4,5,6-hexahydro-2-(1-methylethyl)-6-oxopyrimidine-4-carboxylic acid 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: 81.0%

: 2058-58-4,28088-48-4,7006-34-0
(R)-Asparagine

: 98-88-4
benzoyl chloride

: 78-84-2
isobutyraldehyde

: 727740-59-2
(2R,4R)-3-benzoyl-1,2,3,4,5,6-hexahydro-2-(1-methylethyl)-6-oxopyrimidine-4-carboxylic acid

Guidance literature:: (R)-Asparagine; isobutyraldehyde; With potassium hydroxide; In water; at 20 ℃; for 6h;

benzoyl chloride; With sodium hydrogencarbonate; In water; at 0 - 20 ℃; for 2h;
DOI:10.1002/hlca.200490073

Reference yield: 76.0%

: 727740-59-2
(2R,4R)-3-benzoyl-1,2,3,4,5,6-hexahydro-2-(1-methylethyl)-6-oxopyrimidine-4-carboxylic acid

: 727740-60-5
(R)-1-benzoyl-2,3-dihydro-2-(1-methylethyl)pyrimidin-4(1H)-one

Guidance literature:: (2R,4R)-3-benzoyl-1,2,3,4,5,6-hexahydro-2-(1-methylethyl)-6-oxopyrimidine-4-carboxylic acid; With pyridine; copper diacetate; In tetrahydrofuran; toluene; at 20 ℃; for 2h;

With lead(IV) acetate; for 18h; Heating;
DOI:10.1002/hlca.200490073

Reference yield:

: 727740-59-2
(2R,4R)-3-benzoyl-1,2,3,4,5,6-hexahydro-2-(1-methylethyl)-6-oxopyrimidine-4-carboxylic acid

: (2R,5R)-1-benzoyl-5-benzyl-2,3,5,6-tetrahydro-3-methyl-2-(1-methylethyl)pyrimidin-4(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / Cu(OAc)2 / tetrahydrofuran; toluene / 2 h / 20 °C

1.2: 76 percent / Pb(OAc)4 / 18 h / Heating

2.1: (iPr)2NH; BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 82 percent / tetrahydrofuran; hexane / 4 h / -30 °C

3.1: 95 percent / H₂ / Pd/C / methanol / 12 h / 20 °C / 41253.3 Torr

4.1: (iPr)2NH; BuLi / hexane; tetrahydrofuran / 2 h / -78 °C

4.2: tetrahydrofuran; hexane / -30 °C

With pyridine; n-butyllithium; hydrogen; diisopropylamine; palladium on activated charcoal; copper diacetate; In tetrahydrofuran; methanol; hexane; toluene;
DOI:10.1002/hlca.200490073