(+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione diacetate

Base Information

Chemical Name:(+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione diacetate
CAS No.:95313-01-2
Molecular Formula:C₁₄H₁₈N₂O₆
Molecular Weight:310.307
Hs Code.:

Synonyms:(+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione diacetate

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Chemical Property of (+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione diacetate

Chemical Property:

Purity/Quality:

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MSDS Files:: SDS file from LookChem

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Technology Process of (+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione diacetate

There total 1 articles about (+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione diacetate 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:

: 59967-83-8
(+/-)-1-<(1β,2α,3α,4β)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl>-2,4-(1H,3H)-pyrimidinedione

: 95313-01-2
(+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione diacetate

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / diphenyl carbonate, sodium bicarbonate / hexamethylphosphoric acid triamide / 0.5 h / 150 °C

2: dimethylformamide; ethyl acetate / 1 h / Heating

3: tributyltin hydride, azobis(isobutyronitrile) / tetrahydrofuran / 0.75 h / Heating

With bis(phenyl) carbonate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydrogencarbonate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm50001a003

Reference yield:

: 95313-01-2,97275-61-1,144177-08-2
(+/-)-1-<(1β,3β,4β)-3-acetoxy-4-(acetoxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione

: 144100-66-3
(+/-)-5-fluoro-1-<3-(triphenylmethoxymethyl)-3-cyclo-penten-1-yl>-2,4(1H,3H)-pyrimidinedione

Guidance literature:: Multi-step reaction with 5 steps

1: F₂ / acetic acid / 0.5 h

2: N(Et)3 / methanol; H₂O / 15 h / Ambient temperature

3: 90 percent / pyridine / 1 h / 100 °C

4: 83 percent / 16 h / Ambient temperature

5: n-Bu₄NCl / dimethylformamide / 1) 85 deg C, 1 h, 2) r. t., overnight

With pyridine; tetrabutyl-ammonium chloride; fluorine; triethylamine; In methanol; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1139/v92-152

Reference yield:

: 95313-01-2,97275-61-1,144177-08-2
(+/-)-1-<(1β,3β,4β)-3-acetoxy-4-(acetoxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione

: 144100-67-4
(+/-)-5-fluoro-1--2,4(1H,3H)-pyrimidinedione

Guidance literature:: Multi-step reaction with 5 steps

1: F₂ / acetic acid / 0.5 h

2: N(Et)3 / methanol; H₂O / 15 h / Ambient temperature

3: 90 percent / pyridine / 1 h / 100 °C

4: 83 percent / 16 h / Ambient temperature

5: n-Bu₄NCl / dimethylformamide / 1) 85 deg C, 1 h, 2) r. t., overnight

With pyridine; tetrabutyl-ammonium chloride; fluorine; triethylamine; In methanol; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1139/v92-152