Methanesulfonic acid (1R,2R,4R)-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-cyclopentyl ester

Base Information

Chemical Name:Methanesulfonic acid (1R,2R,4R)-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-cyclopentyl ester
CAS No.:125353-63-1
Molecular Formula:C₃₁H₃₂N₂O₆S
Molecular Weight:560.671
Hs Code.:

Synonyms:Methanesulfonic acid (1R,2R,4R)-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-cyclopentyl ester

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Chemical Property of Methanesulfonic acid (1R,2R,4R)-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-cyclopentyl ester

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Technology Process of Methanesulfonic acid (1R,2R,4R)-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-cyclopentyl ester

There total 6 articles about Methanesulfonic acid (1R,2R,4R)-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-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: 62.0%

: 125353-61-9
carbocyclic 5'-O-trityl-3'-epi-thymidine

: 124-63-0
methanesulfonyl chloride

: 125353-63-1
Methanesulfonic acid (1R,2R,4R)-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-cyclopentyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1021/jm00167a011

Reference yield:

: 125249-58-3
(1R,2R,4R)-4-Azido-2-hydroxymethyl-cyclopentanol

: 125353-63-1
Methanesulfonic acid (1R,2R,4R)-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-cyclopentyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / 80percent aq. NH₂NH₂*H₂O / 10percent Pd-C / methanol / 0.5 h

2: 84 percent / dimethylformamide; diethyl ether / 3.5 h / -20 °C

3: 90 percent / satd. aq. NH₃ / 2.5 h / Heating

4: 98 percent / pyridine / 5.66 h / Ambient temperature

5: 62 percent / triethylamine (TEA) / CH₂Cl₂ / 0.25 h / 0 °C

With pyridine; ammonium hydroxide; hydrazine hydrate; triethylamine; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00167a011

Reference yield:

: 132151-65-6
(E)-3-methoxy-2-methylacryloyl isocyanate

: 125353-63-1
Methanesulfonic acid (1R,2R,4R)-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-cyclopentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / dimethylformamide; diethyl ether / 3.5 h / -20 °C

2: 90 percent / satd. aq. NH₃ / 2.5 h / Heating

3: 98 percent / pyridine / 5.66 h / Ambient temperature

4: 62 percent / triethylamine (TEA) / CH₂Cl₂ / 0.25 h / 0 °C

With pyridine; ammonium hydroxide; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00167a011