1-{(3aR,4R,6R,6aR)-6-[(1R,2S)-2-(3-Amino-propylamino)-3-(2,3-dihydro-indol-1-yl)-1-hydroxy-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

Base Information

Chemical Name:1-{(3aR,4R,6R,6aR)-6-[(1R,2S)-2-(3-Amino-propylamino)-3-(2,3-dihydro-indol-1-yl)-1-hydroxy-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
CAS No.:872315-82-7
Molecular Formula:C₃₃H₄₁N₅O₈
Molecular Weight:635.717
Hs Code.:

1-{(3aR,4R,6R,6aR)-6-[(1R,2S)-2-(3-Amino-propylamino)-3-(2,3-dihydro-indol-1-yl)-1-hydroxy-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

Synonyms:1-{(3aR,4R,6R,6aR)-6-[(1R,2S)-2-(3-Amino-propylamino)-3-(2,3-dihydro-indol-1-yl)-1-hydroxy-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

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Chemical Property of 1-{(3aR,4R,6R,6aR)-6-[(1R,2S)-2-(3-Amino-propylamino)-3-(2,3-dihydro-indol-1-yl)-1-hydroxy-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

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Technology Process of 1-{(3aR,4R,6R,6aR)-6-[(1R,2S)-2-(3-Amino-propylamino)-3-(2,3-dihydro-indol-1-yl)-1-hydroxy-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

There total 4 articles about 1-{(3aR,4R,6R,6aR)-6-[(1R,2S)-2-(3-Amino-propylamino)-3-(2,3-dihydro-indol-1-yl)-1-hydroxy-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 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: 73.0%

: 109-76-2,54018-94-9
Trimethylenediamine

: 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

: (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 amide

: 872315-82-7
1-{(3aR,4R,6R,6aR)-6-[(1R,2S)-2-(3-Amino-propylamino)-3-(2,3-dihydro-indol-1-yl)-1-hydroxy-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 methanol; for 30h; Heating;
DOI:10.1016/j.tet.2005.09.086

Reference yield: 65.0%

: 872315-76-9
[3-((1S,2R)-1-(2,3-Dihydro-indole-1-carbonyl)-2-hydroxy-2-{(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}-ethylamino)-propyl]-carbamic acid benzyl ester

: 872315-82-7
1-{(3aR,4R,6R,6aR)-6-[(1R,2S)-2-(3-Amino-propylamino)-3-(2,3-dihydro-indol-1-yl)-1-hydroxy-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:: With ammonium formate; palladium on activated charcoal; In methanol; for 2h; Heating;
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

: 872315-82-7
1-{(3aR,4R,6R,6aR)-6-[(1R,2S)-2-(3-Amino-propylamino)-3-(2,3-dihydro-indol-1-yl)-1-hydroxy-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:: Multi-step reaction with 3 steps

1.1: 78 percent / aq. NaOH / CH₂Cl₂ / 2.5 h / 0 °C

2.1: Et₃N / methanol / 0.5 h / 20 °C

2.2: 83 percent / methanol / 96 h / Heating

3.1: 65 percent / ammonium formate / Pd/C / methanol / 2 h / Heating

With sodium hydroxide; ammonium formate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/j.tet.2005.09.086