4-allyl-3-(benzyloxy)-2,6-dimethoxy-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>toluene

Base Information

Chemical Name:4-allyl-3-(benzyloxy)-2,6-dimethoxy-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>toluene
CAS No.:81457-08-1
Molecular Formula:C₂₅H₃₁NO₅
Molecular Weight:425.525
Hs Code.:

Synonyms:4-allyl-3-(benzyloxy)-2,6-dimethoxy-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>toluene

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Chemical Property of 4-allyl-3-(benzyloxy)-2,6-dimethoxy-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>toluene

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Technology Process of 4-allyl-3-(benzyloxy)-2,6-dimethoxy-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>toluene

There total 12 articles about 4-allyl-3-(benzyloxy)-2,6-dimethoxy-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>toluene 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: 84.0%

: 100-39-0
benzyl bromide

: 81457-11-6
6-allyl-2,4-dimethoxy-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-3-methylphenol

: 81457-08-1
4-allyl-3-(benzyloxy)-2,6-dimethoxy-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>toluene

Guidance literature:: With potassium carbonate; In acetonitrile; for 24h;
DOI:10.1021/jo00133a034

Reference yield:

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

: 81457-08-1
4-allyl-3-(benzyloxy)-2,6-dimethoxy-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>toluene

Guidance literature:: Multi-step reaction with 9 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

With sodium dithionite; barium hydroxide octahydrate; hydrogen; oxygen; copper (I) acetate; potassium carbonate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00133a034

Reference yield:

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

: 81457-08-1
4-allyl-3-(benzyloxy)-2,6-dimethoxy-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>toluene

Guidance literature:: Multi-step reaction with 9 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

With sodium dithionite; barium hydroxide octahydrate; hydrogen; oxygen; copper (I) acetate; potassium carbonate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00133a034