(2R,3S)-3-{(3aR,4R,6R,6aR)-6-[3-(4-Methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-oxirane-2-carboxylic acid dimethylamide

Base Information

Chemical Name:(2R,3S)-3-{(3aR,4R,6R,6aR)-6-[3-(4-Methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-oxirane-2-carboxylic acid dimethylamide
CAS No.:872315-88-3
Molecular Formula:C₂₄H₂₉N₃O₈
Molecular Weight:487.51
Hs Code.:

(2R,3S)-3-{(3aR,4R,6R,6aR)-6-[3-(4-Methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-oxirane-2-carboxylic acid dimethylamide

Synonyms:(2R,3S)-3-{(3aR,4R,6R,6aR)-6-[3-(4-Methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-oxirane-2-carboxylic acid dimethylamide

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Chemical Property of (2R,3S)-3-{(3aR,4R,6R,6aR)-6-[3-(4-Methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-oxirane-2-carboxylic acid dimethylamide

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Technology Process of (2R,3S)-3-{(3aR,4R,6R,6aR)-6-[3-(4-Methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-oxirane-2-carboxylic acid dimethylamide

There total 3 articles about (2R,3S)-3-{(3aR,4R,6R,6aR)-6-[3-(4-Methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-oxirane-2-carboxylic acid dimethylamide 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: 66.0%

: 124-40-3
dimethyl amine

: 616894-53-2
1-{(3aR,4R,6R,6aR)-6-[(2S,3R)-3-(Indole-1-carbonyl)-oxiranyl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-3-(4-methoxy-benzyl)-1H-pyrimidine-2,4-dione

: 872315-88-3
(2R,3S)-3-{(3aR,4R,6R,6aR)-6-[3-(4-Methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-oxirane-2-carboxylic acid dimethylamide

: 1-[(3aR,4R,6R,6aR)-6-((1R,2S)-2-Dimethylamino-1-hydroxy-3-indol-1-yl-3-oxo-propyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-3-(4-methoxy-benzyl)-1H-pyrimidine-2,4-dione

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 5h;
DOI:10.1016/j.tet.2005.09.086

Reference yield:

: 121845-98-5
(3aR,4S,6R,6aS)-6-(3-(4-methoxybenzyl)-3,4-dihydro-2,4-dioxopyrimidin-1(2H)-yl)-tetrahydro-2,2-dimethylfuro[3,4-d][1,3]dioxole-4-carbaldehyde

: 872315-88-3
(2R,3S)-3-{(3aR,4R,6R,6aR)-6-[3-(4-Methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-oxirane-2-carboxylic acid dimethylamide

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / aq. NaOH / CH₂Cl₂ / 2.5 h / 0 °C

2: 76 percent / DDQ / benzene / 24 h / Heating

3: 66 percent / tetrahydrofuran / 5 h / 20 °C

With sodium hydroxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1016/j.tet.2005.09.086

Reference yield:

: 616894-52-1
1-{(3aR,4R,6R,6aR)-6-[(2S,3R)-3-(2,3-Dihydro-indole-1-carbonyl)-oxiranyl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-3-(4-methoxy-benzyl)-1H-pyrimidine-2,4-dione

: 872315-88-3
(2R,3S)-3-{(3aR,4R,6R,6aR)-6-[3-(4-Methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-oxirane-2-carboxylic acid dimethylamide

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / DDQ / benzene / 24 h / Heating

2: 66 percent / tetrahydrofuran / 5 h / 20 °C

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; benzene;
DOI:10.1016/j.tet.2005.09.086