(2S,3S,4S)-3-Methoxycarbonylmethyl-4-(6-methoxycarbonyl-2-oxo-1,2-dihydro-pyridin-3-yl)-pyrrolidine-1,2-dicarboxylic acid 2-methyl ester 1-phenyl ester

Base Information

Chemical Name:(2S,3S,4S)-3-Methoxycarbonylmethyl-4-(6-methoxycarbonyl-2-oxo-1,2-dihydro-pyridin-3-yl)-pyrrolidine-1,2-dicarboxylic acid 2-methyl ester 1-phenyl ester
CAS No.:117398-92-2
Molecular Formula:C₂₃H₂₄N₂O₉
Molecular Weight:472.452
Hs Code.:

(2S,3S,4S)-3-Methoxycarbonylmethyl-4-(6-methoxycarbonyl-2-oxo-1,2-dihydro-pyridin-3-yl)-pyrrolidine-1,2-dicarboxylic acid 2-methyl ester 1-phenyl ester

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Chemical Property of (2S,3S,4S)-3-Methoxycarbonylmethyl-4-(6-methoxycarbonyl-2-oxo-1,2-dihydro-pyridin-3-yl)-pyrrolidine-1,2-dicarboxylic acid 2-methyl ester 1-phenyl ester

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Technology Process of (2S,3S,4S)-3-Methoxycarbonylmethyl-4-(6-methoxycarbonyl-2-oxo-1,2-dihydro-pyridin-3-yl)-pyrrolidine-1,2-dicarboxylic acid 2-methyl ester 1-phenyl ester

There total 13 articles about (2S,3S,4S)-3-Methoxycarbonylmethyl-4-(6-methoxycarbonyl-2-oxo-1,2-dihydro-pyridin-3-yl)-pyrrolidine-1,2-dicarboxylic acid 2-methyl ester 1-phenyl 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:

: 1885-14-9
phenyl chloroformate

: 117398-92-2
(2S,3S,4S)-3-Methoxycarbonylmethyl-4-(6-methoxycarbonyl-2-oxo-1,2-dihydro-pyridin-3-yl)-pyrrolidine-1,2-dicarboxylic acid 2-methyl ester 1-phenyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: NaHCO₃

2: 1.) dimethylaminopyridine (DMAP), Et₃N; 2.) HOAc / 2.) aq. THF

3: SeO₂ / dioxane / 20 h / Heating

4: NaOCl₂-NaH₂PO₄ / various solvent(s)

6: p-TsOH / methanol

7: pyridinium chlorochromate (PCC) / dimethylformamide / 24 h / 40 °C

9: H₂ / 5percent Pd/C

10: pyridinium chlorochromate (PCC) / dimethylformamide

With dmap; sodium dihydrogenphosphate; selenium(IV) oxide; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; pyridinium chlorochromate; palladium on activated charcoal; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1039/c39880000261

Reference yield:

: 3-[(3S,4S,5S)-4-(2-Benzyloxy-ethyl)-5-hydroxymethyl-pyrrolidin-3-yl]-6-methyl-1H-pyridin-2-one

: 117398-92-2
(2S,3S,4S)-3-Methoxycarbonylmethyl-4-(6-methoxycarbonyl-2-oxo-1,2-dihydro-pyridin-3-yl)-pyrrolidine-1,2-dicarboxylic acid 2-methyl ester 1-phenyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: NaHCO₃

2: 1.) dimethylaminopyridine (DMAP), Et₃N; 2.) HOAc / 2.) aq. THF

3: SeO₂ / dioxane / 20 h / Heating

4: NaOCl₂-NaH₂PO₄ / various solvent(s)

6: p-TsOH / methanol

7: pyridinium chlorochromate (PCC) / dimethylformamide / 24 h / 40 °C

9: H₂ / 5percent Pd/C

10: pyridinium chlorochromate (PCC) / dimethylformamide

With dmap; sodium dihydrogenphosphate; selenium(IV) oxide; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; pyridinium chlorochromate; palladium on activated charcoal; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1039/c39880000261

Reference yield:

: 117398-89-7
(6S,7S,7aS)-7-(2-Benzyloxy-ethyl)-6-(6-methyl-2-oxo-1,2-dihydro-pyridin-3-yl)-tetrahydro-pyrrolo[1,2-c]oxazol-3-one

: 117398-92-2
(2S,3S,4S)-3-Methoxycarbonylmethyl-4-(6-methoxycarbonyl-2-oxo-1,2-dihydro-pyridin-3-yl)-pyrrolidine-1,2-dicarboxylic acid 2-methyl ester 1-phenyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: Ba(OH)2 / aq. ethanol / 1 h / Heating

2: NaHCO₃

3: 1.) dimethylaminopyridine (DMAP), Et₃N; 2.) HOAc / 2.) aq. THF

4: SeO₂ / dioxane / 20 h / Heating

5: NaOCl₂-NaH₂PO₄ / various solvent(s)

7: p-TsOH / methanol

8: pyridinium chlorochromate (PCC) / dimethylformamide / 24 h / 40 °C

10: H₂ / 5percent Pd/C

11: pyridinium chlorochromate (PCC) / dimethylformamide

With dmap; barium dihydroxide; sodium dihydrogenphosphate; selenium(IV) oxide; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; pyridinium chlorochromate; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1039/c39880000261