(2S,3aR,4S,6aS)-5-{(S)-2-Cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-2-(3-hydroxy-propyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3aR,4S,6aS)-5-{(S)-2-Cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-2-(3-hydroxy-propyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4-carboxylic acid methyl ester
CAS No.:873676-49-4
Molecular Formula:C₂₆H₃₆N₂O₈
Molecular Weight:504.58
Hs Code.:

(2S,3aR,4S,6aS)-5-{(S)-2-Cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-2-(3-hydroxy-propyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4-carboxylic acid methyl ester

Synonyms:(2S,3aR,4S,6aS)-5-{(S)-2-Cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-2-(3-hydroxy-propyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4-carboxylic acid methyl ester

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Chemical Property of (2S,3aR,4S,6aS)-5-{(S)-2-Cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-2-(3-hydroxy-propyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4-carboxylic acid methyl ester

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Technology Process of (2S,3aR,4S,6aS)-5-{(S)-2-Cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-2-(3-hydroxy-propyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4-carboxylic acid methyl ester

There total 8 articles about (2S,3aR,4S,6aS)-5-{(S)-2-Cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-2-(3-hydroxy-propyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4-carboxylic acid methyl 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: 100.0%

: 873676-48-3
(2S,3aR,4S,6aS)-2-(3-Benzyloxy-propyl)-5-{(S)-2-cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4-carboxylic acid methyl ester

: 873676-49-4
(2S,3aR,4S,6aS)-5-{(S)-2-Cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-2-(3-hydroxy-propyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4-carboxylic acid methyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; at 20 ℃; for 16h;
DOI:10.1002/anie.200501553

Reference yield:

: 3,4-dihydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 873676-49-4
(2S,3aR,4S,6aS)-5-{(S)-2-Cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-2-(3-hydroxy-propyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: magnesium sulfate; p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 0 - 20 °C

2: 100 percent / HCl / dioxane / 1 h / 20 °C

3: 76 percent / HATU; ethyldiisopropylamine / CH₂Cl₂ / 18 h / 0 - 20 °C

4: 100 percent / HCl / dioxane; ethyl acetate / 20 °C

5: HATU; ethyldiisopropylamine / CH₂Cl₂ / 0 - 20 °C

6: 100 percent / hydrogen / palladium on carbon / ethyl acetate; ethanol / 16 h / 20 °C

With hydrogenchloride; hydrogen; magnesium sulfate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane; ethyl acetate;
DOI:10.1002/anie.200501553

Reference yield:

: 873676-44-9
(2S,3aR,4S,6aS)-2-(3-Benzyloxy-propyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4,5-dicarboxylic acid 5-tert-butyl ester 4-methyl ester

: 873676-49-4
(2S,3aR,4S,6aS)-5-{(S)-2-Cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-2-(3-hydroxy-propyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / HCl / dioxane / 1 h / 20 °C

2: 76 percent / HATU; ethyldiisopropylamine / CH₂Cl₂ / 18 h / 0 - 20 °C

3: 100 percent / HCl / dioxane; ethyl acetate / 20 °C

4: HATU; ethyldiisopropylamine / CH₂Cl₂ / 0 - 20 °C

5: 100 percent / hydrogen / palladium on carbon / ethyl acetate; ethanol / 16 h / 20 °C

With hydrogenchloride; hydrogen; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane; ethyl acetate;
DOI:10.1002/anie.200501553