Malonic acid mono-[(3aR,4R,6R,6aR)-6-(3-benzyloxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl] ester

Base Information

Chemical Name:Malonic acid mono-[(3aR,4R,6R,6aR)-6-(3-benzyloxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl] ester
CAS No.:191479-27-3
Molecular Formula:C₂₃H₂₆N₂O₁₀
Molecular Weight:490.467
Hs Code.:

Malonic acid mono-[(3aR,4R,6R,6aR)-6-(3-benzyloxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl] ester

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Chemical Property of Malonic acid mono-[(3aR,4R,6R,6aR)-6-(3-benzyloxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl] ester

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Technology Process of Malonic acid mono-[(3aR,4R,6R,6aR)-6-(3-benzyloxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl] ester

There total 3 articles about Malonic acid mono-[(3aR,4R,6R,6aR)-6-(3-benzyloxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-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:

: 3587-60-8
Benzyloxymethyl chloride

: 191479-27-3
Malonic acid mono-[(3aR,4R,6R,6aR)-6-(3-benzyloxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl] ester

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / i-Pr₂NEt / CH₂Cl₂ / 4 h / Ambient temperature

2: 94 percent / Bu₄NF / tetrahydrofuran / 3 h

3: 77 percent / 1.5 h / 100 °C

With tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0968-0896(97)00005-9

Reference yield:

: 102147-76-2
5'-O-(t-butyldimethylsilyl)-2',3'-O-isopropylideneuridine

: 191479-27-3
Malonic acid mono-[(3aR,4R,6R,6aR)-6-(3-benzyloxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl] ester

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / i-Pr₂NEt / CH₂Cl₂ / 4 h / Ambient temperature

2: 94 percent / Bu₄NF / tetrahydrofuran / 3 h

3: 77 percent / 1.5 h / 100 °C

With tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0968-0896(97)00005-9

Reference yield:

: 191479-25-1
3-Benzyloxymethyl-1-[(3aR,4R,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-1H-pyrimidine-2,4-dione

: 191479-27-3
Malonic acid mono-[(3aR,4R,6R,6aR)-6-(3-benzyloxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl] ester

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / Bu₄NF / tetrahydrofuran / 3 h

2: 77 percent / 1.5 h / 100 °C

With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1016/S0968-0896(97)00005-9