Benzoic acid (1S,2R,3S,5S)-3-hydroxy-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl ester

Base Information

Chemical Name:Benzoic acid (1S,2R,3S,5S)-3-hydroxy-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl ester
CAS No.:169235-69-2
Molecular Formula:C₁₈H₂₀N₂O₆
Molecular Weight:360.367
Hs Code.:

Synonyms:Benzoic acid (1S,2R,3S,5S)-3-hydroxy-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl ester

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Chemical Property of Benzoic acid (1S,2R,3S,5S)-3-hydroxy-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl ester

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Technology Process of Benzoic acid (1S,2R,3S,5S)-3-hydroxy-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl ester

There total 5 articles about Benzoic acid (1S,2R,3S,5S)-3-hydroxy-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl 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: 87.0%

: 179761-45-6
Benzoic acid (1S,2R,3S,5S)-3-benzyloxy-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl ester

: 169235-69-2
Benzoic acid (1S,2R,3S,5S)-3-hydroxy-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; at 20 ℃; for 3h;
DOI:10.1021/ja962406a

Reference yield:

: 98-88-4
benzoyl chloride

: 169235-69-2
Benzoic acid (1S,2R,3S,5S)-3-hydroxy-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

2: 98 percent / H₂ / Lindlar's catalyst / methanol / 6 h / 20 °C

3: 97 percent / CH₂Cl₂ / 1.5 h / -60 - 20 °C

4: 74 percent / HCl / ethanol; H₂O / 24 h / Heating

5: 87 percent / H₂ / Pd-C / ethyl acetate; methanol / 3 h / 20 °C

With hydrogenchloride; hydrogen; triethylamine; palladium on activated charcoal; Lindlar's catalyst; In methanol; ethanol; dichloromethane; water; ethyl acetate; 1: Esterification / 2: Hydrogenation / 3: Addition / 4: Cyclization / 5: Hydrogenolysis;
DOI:10.1021/ja962406a

Reference yield:

: 169235-65-8
Benzoic acid (1S,2R,3S,5S)-5-amino-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester

: 169235-69-2
Benzoic acid (1S,2R,3S,5S)-3-hydroxy-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / CH₂Cl₂ / 1.5 h / -60 - 20 °C

2: 74 percent / HCl / ethanol; H₂O / 24 h / Heating

3: 87 percent / H₂ / Pd-C / ethyl acetate; methanol / 3 h / 20 °C

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water; ethyl acetate; 1: Addition / 2: Cyclization / 3: Hydrogenolysis;
DOI:10.1021/ja962406a