(2R,3aR,7aR)-6-(5-Benzyloxy-2,4-dimethoxy-3-methyl-phenyl)-4-oxo-2,3,3a,4,5,7a-hexahydro-pyrrolo[3,2-c]pyridine-1,2-dicarboxylic acid 1-ethyl ester 2-methyl ester

Base Information

Chemical Name:(2R,3aR,7aR)-6-(5-Benzyloxy-2,4-dimethoxy-3-methyl-phenyl)-4-oxo-2,3,3a,4,5,7a-hexahydro-pyrrolo[3,2-c]pyridine-1,2-dicarboxylic acid 1-ethyl ester 2-methyl ester
CAS No.:111301-21-4
Molecular Formula:C₂₈H₃₂N₂O₈
Molecular Weight:524.571
Hs Code.:

(2R,3aR,7aR)-6-(5-Benzyloxy-2,4-dimethoxy-3-methyl-phenyl)-4-oxo-2,3,3a,4,5,7a-hexahydro-pyrrolo[3,2-c]pyridine-1,2-dicarboxylic acid 1-ethyl ester 2-methyl ester

Synonyms:(2R,3aR,7aR)-6-(5-Benzyloxy-2,4-dimethoxy-3-methyl-phenyl)-4-oxo-2,3,3a,4,5,7a-hexahydro-pyrrolo[3,2-c]pyridine-1,2-dicarboxylic acid 1-ethyl ester 2-methyl ester

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Chemical Property of (2R,3aR,7aR)-6-(5-Benzyloxy-2,4-dimethoxy-3-methyl-phenyl)-4-oxo-2,3,3a,4,5,7a-hexahydro-pyrrolo[3,2-c]pyridine-1,2-dicarboxylic acid 1-ethyl ester 2-methyl ester

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Technology Process of (2R,3aR,7aR)-6-(5-Benzyloxy-2,4-dimethoxy-3-methyl-phenyl)-4-oxo-2,3,3a,4,5,7a-hexahydro-pyrrolo[3,2-c]pyridine-1,2-dicarboxylic acid 1-ethyl ester 2-methyl ester

There total 8 articles about (2R,3aR,7aR)-6-(5-Benzyloxy-2,4-dimethoxy-3-methyl-phenyl)-4-oxo-2,3,3a,4,5,7a-hexahydro-pyrrolo[3,2-c]pyridine-1,2-dicarboxylic acid 1-ethyl ester 2-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: 79.0%

: 111301-20-3
(2R,4R,5R)-5-[2-(5-Benzyloxy-2,4-dimethoxy-3-methyl-phenyl)-2-oxo-ethyl]-4-carbamoyl-pyrrolidine-1,2-dicarboxylic acid 1-ethyl ester 2-methyl ester

: 111301-21-4
(2R,3aR,7aR)-6-(5-Benzyloxy-2,4-dimethoxy-3-methyl-phenyl)-4-oxo-2,3,3a,4,5,7a-hexahydro-pyrrolo[3,2-c]pyridine-1,2-dicarboxylic acid 1-ethyl ester 2-methyl ester

Guidance literature:: With quinoline; camphor-10-sulfonic acid; In benzene; Heating;
DOI:10.1016/S0040-4039(00)85425-8

Reference yield:

: 20620-36-4
ethyl α-carbethoxyaminoacrylate

: 111301-21-4
(2R,3aR,7aR)-6-(5-Benzyloxy-2,4-dimethoxy-3-methyl-phenyl)-4-oxo-2,3,3a,4,5,7a-hexahydro-pyrrolo[3,2-c]pyridine-1,2-dicarboxylic acid 1-ethyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 8 steps

2: 1) LDA, 2) ZnCl₂ / 1) THF, -78 deg C, 2) THF, 0 deg C

3: H₂ / 10percent Pd/C / ethanol / 760 Torr

4: H₂ / 5percent Rh/C / ethyl acetate / 80 °C / 77572.2 Torr

5: K₂CO₃ / dimethylformamide / 80 °C

6: 1) H₂CrO₄, 2) K₂CO₃ / 1) acetone, room temp., 2) acetone, reflux

8: 79 percent / CSA, quinoline / benzene / Heating

With quinoline; camphor-10-sulfonic acid; hydrogen; chromic acid; potassium carbonate; zinc(II) chloride; lithium diisopropyl amide; palladium on activated charcoal; Rh on carbon; In ethanol; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)85425-8

Reference yield:

: 111301-17-8
5-Hydroxymethyl-2-methyl-4,5-dihydro-pyrrole-1,3-dicarboxylic acid 3-tert-butyl ester 1-ethyl ester

: 111301-21-4
(2R,3aR,7aR)-6-(5-Benzyloxy-2,4-dimethoxy-3-methyl-phenyl)-4-oxo-2,3,3a,4,5,7a-hexahydro-pyrrolo[3,2-c]pyridine-1,2-dicarboxylic acid 1-ethyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1) LDA, 2) ZnCl₂ / 1) THF, -78 deg C, 2) THF, 0 deg C

2: H₂ / 10percent Pd/C / ethanol / 760 Torr

3: H₂ / 5percent Rh/C / ethyl acetate / 80 °C / 77572.2 Torr

4: K₂CO₃ / dimethylformamide / 80 °C

5: 1) H₂CrO₄, 2) K₂CO₃ / 1) acetone, room temp., 2) acetone, reflux

7: 79 percent / CSA, quinoline / benzene / Heating

With quinoline; camphor-10-sulfonic acid; hydrogen; chromic acid; potassium carbonate; zinc(II) chloride; lithium diisopropyl amide; palladium on activated charcoal; Rh on carbon; In ethanol; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)85425-8