5,10-dioxo-2,7,8,10-tetrahydro-3H,6H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester

Base Information

Chemical Name:5,10-dioxo-2,7,8,10-tetrahydro-3H,6H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester
CAS No.:549490-96-2
Molecular Formula:C₁₈H₁₈N₂O₄
Molecular Weight:326.352
Hs Code.:

5,10-dioxo-2,7,8,10-tetrahydro-3<i>H</i>,6<i>H</i>-dipyrrolo[1,2-<i>a</i>;1',2'-<i>d</i>]pyrazine-5a-carboxylic acid benzyl ester

Synonyms:5,10-dioxo-2,7,8,10-tetrahydro-3H,6H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester

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Chemical Property of 5,10-dioxo-2,7,8,10-tetrahydro-3H,6H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester

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Technology Process of 5,10-dioxo-2,7,8,10-tetrahydro-3H,6H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester

There total 1 articles about 5,10-dioxo-2,7,8,10-tetrahydro-3H,6H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl 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: 93.0%

: 5,10-dioxo-10a-phenylselanyl-hexahydro-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester

: 549490-96-2
5,10-dioxo-2,7,8,10-tetrahydro-3H,6H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester

Guidance literature:: With DMDO; In dichloromethane; at -78 - 0 ℃; for 2h;
DOI:10.1021/ja034575i

Reference yield: 63.0%

: 549490-96-2
5,10-dioxo-2,7,8,10-tetrahydro-3H,6H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester

: 549490-72-4
5,10-dioxo-7,8-dihydro-6H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester

Guidance literature:: With selenium(IV) oxide; In 1,4-dioxane; for 12h; Heating;
DOI:10.1021/ja034575i

Reference yield:

: 549490-96-2
5,10-dioxo-2,7,8,10-tetrahydro-3H,6H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester

: 1054657-78-1
C₁₉H₁₈N₄O₄

Guidance literature:: Multi-step reaction with 11 steps

1.1: 63 percent / SeO₂ / dioxane / 12 h / Heating

2.1: 87 percent / NaBH₄ / methanol / 0.25 h / -40 °C

3.1: potassium t-butoxide / 2-methyl-propan-2-ol / 23 °C

4.1: 532.7 mg / pyridine / CH₂Cl₂ / 23 °C

5.1: H₂ / 10 percent Pd/C / ethyl acetate; ethanol / 0.5 h

6.1: oxalyl chloride; DMF / CH₂Cl₂ / 0.5 h / 0 °C

7.1: 306.6 mg / DMAP / CH₂Cl₂ / 23 °C

8.1: 90 percent / NH₃ / methanol / 0.5 h / 0 °C

9.1: triphenylphosphine; diisopropylazodicarboxylate / tetrahydrofuran / 1 h / Heating

9.2: NH₃ / tetrahydrofuran / 0 °C

10.1: 28.0 mg / potassium acetate; TiCl₃; aq. HCl / tetrahydrofuran / 2 h / 23 °C

11.1: bis(trifluoroacetoxy)iodosobenzene; pyridine / acetonitrile / 3 h / 23 °C

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; selenium(IV) oxide; titanium(III) chloride; oxalyl dichloride; di-isopropyl azodicarboxylate; potassium tert-butylate; ammonia; hydrogen; potassium acetate; N,N-dimethyl-formamide; triphenylphosphine; bis-[(trifluoroacetoxy)iodo]benzene; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; ethyl acetate; acetonitrile; tert-butyl alcohol; 9.1: Mitsunobu reaction / 11.1: Hofmann rearrangement;
DOI:10.1021/ja034575i