(2S,5aS,10aS)-octahydro-2-hydroxy-7,7-dimethoxy-1H,5H-dipyrrolo<1,2-a:1',2'-d>pyrazine-5,10-dione, benzoate ester

Base Information

Chemical Name:(2S,5aS,10aS)-octahydro-2-hydroxy-7,7-dimethoxy-1H,5H-dipyrrolo<1,2-a:1',2'-d>pyrazine-5,10-dione, benzoate ester
CAS No.:142800-13-3
Molecular Formula:C₁₉H₂₂N₂O₆
Molecular Weight:374.393
Hs Code.:

Synonyms:(2S,5aS,10aS)-octahydro-2-hydroxy-7,7-dimethoxy-1H,5H-dipyrrolo<1,2-a:1',2'-d>pyrazine-5,10-dione, benzoate ester

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Chemical Property of (2S,5aS,10aS)-octahydro-2-hydroxy-7,7-dimethoxy-1H,5H-dipyrrolo<1,2-a:1',2'-d>pyrazine-5,10-dione, benzoate ester

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Technology Process of (2S,5aS,10aS)-octahydro-2-hydroxy-7,7-dimethoxy-1H,5H-dipyrrolo<1,2-a:1',2'-d>pyrazine-5,10-dione, benzoate ester

There total 6 articles about (2S,5aS,10aS)-octahydro-2-hydroxy-7,7-dimethoxy-1H,5H-dipyrrolo<1,2-a:1',2'-d>pyrazine-5,10-dione, benzoate 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%

: 98-88-4
benzoyl chloride

: 142800-11-1
(2S,5aS,10aS)-octahydro-2-hydroxy-7,7-dimethoxy-1H,5H-dipyrrolo<1,2-a:1',2'-d>pyrazine-5,10-dione

: 142800-13-3
(2S,5aS,10aS)-octahydro-2-hydroxy-7,7-dimethoxy-1H,5H-dipyrrolo<1,2-a:1',2'-d>pyrazine-5,10-dione, benzoate ester

Guidance literature:: With pyridine; at 0 ℃; for 0.75h;
DOI:10.1021/jo00045a050

Reference yield:

: 64187-47-9
1-benzyloxycarbonyl-4-keto-L-proline

: 142800-13-3
(2S,5aS,10aS)-octahydro-2-hydroxy-7,7-dimethoxy-1H,5H-dipyrrolo<1,2-a:1',2'-d>pyrazine-5,10-dione, benzoate ester

Guidance literature:: Multi-step reaction with 5 steps

1: oxalyl chloride / benzene / 4 h / Heating

2: AgCN / toluene / Ambient temperature

3: NaBH₄, Al₂O₃ / methanol / 1 h / 23 °C

4: H₂ / 10percent Pd/C / methanol / 9 h / 2585.7 Torr

5: 79 percent / pyridine / 0.75 h / 0 °C

With pyridine; aluminum oxide; sodium tetrahydroborate; silver cyanide; oxalyl dichloride; hydrogen; palladium on activated charcoal; In methanol; toluene; benzene;
DOI:10.1021/jo00045a050

Reference yield:

: 113490-85-0
4,4-dimethoxy-(S)-proline methyl ester

: 142800-13-3
(2S,5aS,10aS)-octahydro-2-hydroxy-7,7-dimethoxy-1H,5H-dipyrrolo<1,2-a:1',2'-d>pyrazine-5,10-dione, benzoate ester

Guidance literature:: Multi-step reaction with 4 steps

1: AgCN / toluene / Ambient temperature

2: NaBH₄, Al₂O₃ / methanol / 1 h / 23 °C

3: H₂ / 10percent Pd/C / methanol / 9 h / 2585.7 Torr

4: 79 percent / pyridine / 0.75 h / 0 °C

With pyridine; aluminum oxide; sodium tetrahydroborate; silver cyanide; hydrogen; palladium on activated charcoal; In methanol; toluene;
DOI:10.1021/jo00045a050