4-Methyl-benzoic acid (2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Base Information

Chemical Name:4-Methyl-benzoic acid (2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester
CAS No.:35898-26-1
Molecular Formula:C₁₈H₂₀N₂O₆
Molecular Weight:360.367
Hs Code.:

Synonyms:4-Methyl-benzoic acid (2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

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Chemical Property of 4-Methyl-benzoic acid (2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

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Technology Process of 4-Methyl-benzoic acid (2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

There total 12 articles about 4-Methyl-benzoic acid (2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl 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:

: 874-60-2
4-methyl-benzoyl chloride

: 50-89-5,28854-96-8,3545-96-8,50-88-4
thymidine

: 35898-26-1
O^5'-(4-methyl-benzoyl)-thymidine

Guidance literature:: at 0 - 55 ℃;
DOI:10.1021/jo970947s

Reference yield:

: 78138-04-2
1-<3-O-benzyl-2-deoxy-5-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl>thymine

: 35898-26-1
4-Methyl-benzoic acid (2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 18h; under 1551.4 Torr;
DOI:10.1016/S0008-6215(00)85610-4

Reference yield:

: 874-60-2
4-methyl-benzoyl chloride

: 35898-26-1
4-Methyl-benzoic acid (2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 51 percent / pyridine / 18 h / Ambient temperature

2: 45 percent / silver oxide, ethyldiisopropylamine / toluene / 36 h / 50 °C

3: 43 percent / 80percent aq. acetic acid / 0.33 h / Heating

4: 100 percent / pyridine / 1 h / 50 °C

5: hydrogen chloride / diethyl ether / 0.5 h / 5 °C

6: 3 percent / stannic chloride / acetonitrile; 1,2-dichloro-ethane / 2 h / -30 °C

7: H₂ / 10percent palladium-on-carbon / aq. ethanol / 18 h / 1551.4 Torr

With hydrogenchloride; hydrogen; tin(IV) chloride; acetic acid; N-ethyl-N,N-diisopropylamine; silver(l) oxide; palladium on activated charcoal; In pyridine; diethyl ether; ethanol; 1,2-dichloro-ethane; toluene; acetonitrile;
DOI:10.1016/S0008-6215(00)85610-4