2-methoxy-3-methyl-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-1,4-benzoquinone

Base Information

Chemical Name:2-methoxy-3-methyl-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-1,4-benzoquinone
CAS No.:81457-00-3
Molecular Formula:C₁₄H₁₇NO₅
Molecular Weight:279.293
Hs Code.:

Synonyms:2-methoxy-3-methyl-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-1,4-benzoquinone

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Chemical Property of 2-methoxy-3-methyl-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-1,4-benzoquinone

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Technology Process of 2-methoxy-3-methyl-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-1,4-benzoquinone

There total 2 articles about 2-methoxy-3-methyl-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-1,4-benzoquinone 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:

: 2207-57-0
2-methoxy-3-methyl-1,4-benzoquinone

: 43041-12-9,52183-82-1,2577-48-2
methyl pyrrolidine-2-carboxylate

: 81457-02-5
2-methoxy-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-1,4-benzoquinone

: 81457-00-3
2-methoxy-3-methyl-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-1,4-benzoquinone

Guidance literature:: With oxygen; copper (I) acetate; Yield given. Multistep reaction. Yields of byproduct given; 1.) methanol, room temp., 10 min;
DOI:10.1021/jo00133a034

Reference yield:

: 77357-40-5
2-Methoxy-3-methyl-1,4-benzoquinone-6-d

: 43041-12-9,52183-82-1,2577-48-2
methyl pyrrolidine-2-carboxylate

: 81457-00-3
2-methoxy-3-methyl-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-1,4-benzoquinone

: 81457-01-4
2-methoxy-3-methyl-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-1,4-benzoquinone-6-d

Guidance literature:: With oxygen; copper (I) acetate; Yield given. Multistep reaction. Yields of byproduct given; 1.) methanol, room temp., 10 min;
DOI:10.1021/jo00133a034

Reference yield:

: 81457-00-3
2-methoxy-3-methyl-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-1,4-benzoquinone

: 81457-30-9
8-(benzyloxy)-2,3-dihydro-5,7-dimethoxy-6-methyl-1H-pyrrolo<1,2-a>indole-9-carboxaldehyde

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) 1 M aq. Na₂S₂O₄ (pH 7.0), 2.) Na₂S₂O₄ / 1.) 3-pentanone, 15 min, 2.) reflux, 105 min

2: K₂CO₃ / various solvent(s) / 1.5 h / Heating

3: various solvent(s) / 41 h

4: 83 percent / barium hydroxide octahydrate / dimethylformamide / 32 h / Ambient temperature

5: 96 percent / H₂ / 5percent Pd/C / methanol / 42 h / 2585.7 Torr

6: 100 percent / K₂CO₃ / dimethylformamide / 10.5 h

7: 61 percent / various solvent(s) / 2.5 h / Heating

8: 84 percent / anhydrous K₂CO₃ / acetonitrile / 24 h

9: 33 percent / 1percent aq. osmium tetraoxide, NaIO₄ / diethyl ether / 16 h / Ambient temperature

10: p-toluenesulfonic acid monohydrate / methanol / 17 h / Ambient temperature

11: KOH / methanol; H₂O / 0.5 h / 95 °C

12: 1.) POCl₃ / 1.) 100 deg C, 5 min, 2.) methanol, 20 deg C, 11 h

With potassium hydroxide; sodium periodate; osmium(VIII) oxide; sodium dithionite; barium hydroxide octahydrate; hydrogen; potassium carbonate; toluene-4-sulfonic acid; trichlorophosphate; palladium on activated charcoal; In methanol; diethyl ether; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00133a034