(4aS,13aR)-8-bromo-10-[(phenylmethyl)oxy]-2,3,4a,5,13,13a-hexahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′:3,4]imidazo[1,2-d]pyrazine-9,11-dione

Base Information

Chemical Name:(4aS,13aR)-8-bromo-10-[(phenylmethyl)oxy]-2,3,4a,5,13,13a-hexahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′:3,4]imidazo[1,2-d]pyrazine-9,11-dione
CAS No.:1206103-64-1
Molecular Formula:C₂₀H₂₀BrN₃O₃
Molecular Weight:430.301
Hs Code.:

Synonyms:(4aS,13aR)-8-bromo-10-[(phenylmethyl)oxy]-2,3,4a,5,13,13a-hexahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′:3,4]imidazo[1,2-d]pyrazine-9,11-dione

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Chemical Property of (4aS,13aR)-8-bromo-10-[(phenylmethyl)oxy]-2,3,4a,5,13,13a-hexahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′:3,4]imidazo[1,2-d]pyrazine-9,11-dione

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (4aS,13aR)-8-bromo-10-[(phenylmethyl)oxy]-2,3,4a,5,13,13a-hexahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′:3,4]imidazo[1,2-d]pyrazine-9,11-dione

There total 12 articles about (4aS,13aR)-8-bromo-10-[(phenylmethyl)oxy]-2,3,4a,5,13,13a-hexahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′:3,4]imidazo[1,2-d]pyrazine-9,11-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: 78.0%

: 1206103-63-0
5-bromo-1-(2,2-dihydroxyethyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester

: 57734-57-3,69500-64-7,123654-27-3,72300-69-7
(-)-(R)-2-aminomethylpyrrolidine

: 1206103-64-1
(4aS,13aR)-8-bromo-10-[(phenylmethyl)oxy]-2,3,4a,5,13,13a-hexahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′:3,4]imidazo[1,2-d]pyrazine-9,11-dione

Guidance literature:: (-)-(R)-2-aminomethylpyrrolidine; With acetic acid; In N,N-dimethyl-formamide; acetonitrile; for 0.25h; Large scale;

5-bromo-1-(2,2-dihydroxyethyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester; at 20 - 85 ℃; for 6h; Large scale;

Reference yield:

: 118-71-8
Maltol

: 1206103-64-1
(4aS,13aR)-8-bromo-10-[(phenylmethyl)oxy]-2,3,4a,5,13,13a-hexahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′:3,4]imidazo[1,2-d]pyrazine-9,11-dione

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale

2.1: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark

3.1: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice

4.1: ethanol / 8.5 h / 65 - 80 °C

5.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale

6.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 16 h / 18 - 20 °C / Large scale

7.1: sodium periodate / water / 16 h / 1.4 - 20 °C / Large scale

8.1: acetic acid / N,N-dimethyl-formamide; acetonitrile / 0.25 h / Large scale

8.2: 6 h / 20 - 85 °C / Large scale

With selenium(IV) oxide; sodium chlorite; sodium periodate; N-Bromosuccinimide; bromobenzene; aminosulfonic acid; sodium hydrogencarbonate; potassium carbonate; acetic acid; In 1-methyl-pyrrolidin-2-one; ethanol; water; N,N-dimethyl-formamide; acetone; acetonitrile;

Reference yield:

: 61049-69-2
3-O-benzylmaltol

: 1206103-64-1
(4aS,13aR)-8-bromo-10-[(phenylmethyl)oxy]-2,3,4a,5,13,13a-hexahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′:3,4]imidazo[1,2-d]pyrazine-9,11-dione

Guidance literature:: Multi-step reaction with 7 steps

1.1: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark

2.1: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice

3.1: ethanol / 8.5 h / 65 - 80 °C

4.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale

5.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 16 h / 18 - 20 °C / Large scale

6.1: sodium periodate / water / 16 h / 1.4 - 20 °C / Large scale

7.1: acetic acid / N,N-dimethyl-formamide; acetonitrile / 0.25 h / Large scale

7.2: 6 h / 20 - 85 °C / Large scale

With selenium(IV) oxide; sodium chlorite; sodium periodate; N-Bromosuccinimide; bromobenzene; aminosulfonic acid; sodium hydrogencarbonate; acetic acid; In 1-methyl-pyrrolidin-2-one; ethanol; water; N,N-dimethyl-formamide; acetone; acetonitrile;