1-[3-Benzyloxy-2-(2,2-dimethoxy-ethyl)-4,6-dimethoxy-5-methyl-phenyl]-pyrrolidine-2-carboxylic acid methyl ester

Base Information

Chemical Name:1-[3-Benzyloxy-2-(2,2-dimethoxy-ethyl)-4,6-dimethoxy-5-methyl-phenyl]-pyrrolidine-2-carboxylic acid methyl ester
CAS No.:81457-22-9
Molecular Formula:C₂₆H₃₅NO₇
Molecular Weight:473.566
Hs Code.:

Synonyms:1-[3-Benzyloxy-2-(2,2-dimethoxy-ethyl)-4,6-dimethoxy-5-methyl-phenyl]-pyrrolidine-2-carboxylic acid methyl ester

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Chemical Property of 1-[3-Benzyloxy-2-(2,2-dimethoxy-ethyl)-4,6-dimethoxy-5-methyl-phenyl]-pyrrolidine-2-carboxylic acid methyl ester

Chemical Property:

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

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Technology Process of 1-[3-Benzyloxy-2-(2,2-dimethoxy-ethyl)-4,6-dimethoxy-5-methyl-phenyl]-pyrrolidine-2-carboxylic acid methyl ester

There total 15 articles about 1-[3-Benzyloxy-2-(2,2-dimethoxy-ethyl)-4,6-dimethoxy-5-methyl-phenyl]-pyrrolidine-2-carboxylic acid methyl 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:

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

: 81457-22-9
1-[3-Benzyloxy-2-(2,2-dimethoxy-ethyl)-4,6-dimethoxy-5-methyl-phenyl]-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 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: 84 percent / anhydrous K₂CO₃ / acetonitrile / 24 h

10: 33 percent / 1percent aq. osmium tetraoxide, NaIO₄ / diethyl ether / 16 h / Ambient temperature

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

With 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; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00133a034

Reference yield:

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

: 81457-22-9
1-[3-Benzyloxy-2-(2,2-dimethoxy-ethyl)-4,6-dimethoxy-5-methyl-phenyl]-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 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: 84 percent / anhydrous K₂CO₃ / acetonitrile / 24 h

10: 33 percent / 1percent aq. osmium tetraoxide, NaIO₄ / diethyl ether / 16 h / Ambient temperature

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

With 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; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00133a034

Reference yield:

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

: 81457-22-9
1-[3-Benzyloxy-2-(2,2-dimethoxy-ethyl)-4,6-dimethoxy-5-methyl-phenyl]-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 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

With 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; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00133a034