6-(2-carboxy-1-pyrrolidinyl)-4-methyl-2,3,5-trimethoxyphenylacetaldehyde dimethyl acetal

Base Information

Chemical Name:6-(2-carboxy-1-pyrrolidinyl)-4-methyl-2,3,5-trimethoxyphenylacetaldehyde dimethyl acetal
CAS No.:81457-23-0
Molecular Formula:C₁₉H₂₉NO₇
Molecular Weight:383.442
Hs Code.:

Synonyms:6-(2-carboxy-1-pyrrolidinyl)-4-methyl-2,3,5-trimethoxyphenylacetaldehyde dimethyl acetal

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Chemical Property of 6-(2-carboxy-1-pyrrolidinyl)-4-methyl-2,3,5-trimethoxyphenylacetaldehyde dimethyl acetal

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Technology Process of 6-(2-carboxy-1-pyrrolidinyl)-4-methyl-2,3,5-trimethoxyphenylacetaldehyde dimethyl acetal

There total 15 articles about 6-(2-carboxy-1-pyrrolidinyl)-4-methyl-2,3,5-trimethoxyphenylacetaldehyde dimethyl acetal 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:

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

: 81457-23-0
6-(2-carboxy-1-pyrrolidinyl)-4-methyl-2,3,5-trimethoxyphenylacetaldehyde dimethyl acetal

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) copper acetate monohydrate, oxygen / 1.) methanol, room temp., 10 min

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

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

4: various solvent(s) / 41 h

5: 83 percent / barium hydroxide octahydrate / dimethylformamide / 32 h / Ambient temperature

6: 96 percent / H₂ / 5percent Pd/C / methanol / 42 h / 2585.7 Torr

7: 100 percent / K₂CO₃ / dimethylformamide / 10.5 h

8: 61 percent / various solvent(s) / 2.5 h / Heating

9: 88 percent / anhydrous barium hydroxide / dimethylformamide / 5 h

10: osmium tetraoxide, NaIO₄ / diethyl ether; H₂O / 15 h / Ambient temperature

11: p-toluenesulfonic acid monohydrate / methanol / 12 h / Ambient temperature

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

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

Reference yield:

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

: 81457-23-0
6-(2-carboxy-1-pyrrolidinyl)-4-methyl-2,3,5-trimethoxyphenylacetaldehyde dimethyl acetal

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) copper acetate monohydrate, oxygen / 1.) methanol, room temp., 10 min

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

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

4: various solvent(s) / 41 h

5: 83 percent / barium hydroxide octahydrate / dimethylformamide / 32 h / Ambient temperature

6: 96 percent / H₂ / 5percent Pd/C / methanol / 42 h / 2585.7 Torr

7: 100 percent / K₂CO₃ / dimethylformamide / 10.5 h

8: 61 percent / various solvent(s) / 2.5 h / Heating

9: 88 percent / anhydrous barium hydroxide / dimethylformamide / 5 h

10: osmium tetraoxide, NaIO₄ / diethyl ether; H₂O / 15 h / Ambient temperature

11: p-toluenesulfonic acid monohydrate / methanol / 12 h / Ambient temperature

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

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

Reference yield:

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

: 81457-23-0
6-(2-carboxy-1-pyrrolidinyl)-4-methyl-2,3,5-trimethoxyphenylacetaldehyde dimethyl acetal

Guidance literature:: Multi-step reaction with 11 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: 88 percent / anhydrous barium hydroxide / dimethylformamide / 5 h

9: osmium tetraoxide, NaIO₄ / diethyl ether; H₂O / 15 h / Ambient temperature

10: p-toluenesulfonic acid monohydrate / methanol / 12 h / Ambient temperature

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

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