3,4,5-Trimethoxy-benzoic acid (1S,2R,3R,4aS,13bS,14aS)-1-formyl-8a-hydroxy-2,11-dimethoxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-3-yl ester

Base Information

Chemical Name:3,4,5-Trimethoxy-benzoic acid (1S,2R,3R,4aS,13bS,14aS)-1-formyl-8a-hydroxy-2,11-dimethoxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-3-yl ester
CAS No.:75276-08-3
Molecular Formula:C₃₂H₃₈N₂O₉
Molecular Weight:594.662
Hs Code.:

3,4,5-Trimethoxy-benzoic acid (1S,2R,3R,4aS,13bS,14aS)-1-formyl-8a-hydroxy-2,11-dimethoxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-3-yl ester

Synonyms:3,4,5-Trimethoxy-benzoic acid (1S,2R,3R,4aS,13bS,14aS)-1-formyl-8a-hydroxy-2,11-dimethoxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-3-yl ester

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Chemical Property of 3,4,5-Trimethoxy-benzoic acid (1S,2R,3R,4aS,13bS,14aS)-1-formyl-8a-hydroxy-2,11-dimethoxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-3-yl ester

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Technology Process of 3,4,5-Trimethoxy-benzoic acid (1S,2R,3R,4aS,13bS,14aS)-1-formyl-8a-hydroxy-2,11-dimethoxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-3-yl ester

There total 12 articles about 3,4,5-Trimethoxy-benzoic acid (1S,2R,3R,4aS,13bS,14aS)-1-formyl-8a-hydroxy-2,11-dimethoxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-3-yl 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:

: 41340-31-2
2-(6-methoxy-1H-indol-3-yl)ethan-1-ol

: 75276-08-3
3,4,5-Trimethoxy-benzoic acid (1S,2R,3R,4aS,13bS,14aS)-1-formyl-8a-hydroxy-2,11-dimethoxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: PBr₃

2: 85 percent / K₂CO₃ / methanol / 25 h / Heating

3: 2.) NaBH₄

4: 53 percent

5: 62 percent / 0.3M KOH / methanol / 0.08 h / 25 °C

6: 65 percent / DCC, H₃PO₄ / dimethylsulfoxide

7: 1.) acetone cyanohydrin, 2.) oxalyl chloride

With potassium hydroxide; sodium tetrahydroborate; oxalyl dichloride; phosphoric acid; phosphorus tribromide; potassium carbonate; 2-hydroxy-2-methylpropanenitrile; dicyclohexyl-carbodiimide; In methanol; dimethyl sulfoxide;
DOI:10.1021/ja00539a038

Reference yield:

: 68104-24-5
6-methoxy-tryptophyl bromide

: 75276-08-3
3,4,5-Trimethoxy-benzoic acid (1S,2R,3R,4aS,13bS,14aS)-1-formyl-8a-hydroxy-2,11-dimethoxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / K₂CO₃ / methanol / 25 h / Heating

2: 2.) NaBH₄

3: 53 percent

4: 62 percent / 0.3M KOH / methanol / 0.08 h / 25 °C

5: 65 percent / DCC, H₃PO₄ / dimethylsulfoxide

6: 1.) acetone cyanohydrin, 2.) oxalyl chloride

With potassium hydroxide; sodium tetrahydroborate; oxalyl dichloride; phosphoric acid; potassium carbonate; 2-hydroxy-2-methylpropanenitrile; dicyclohexyl-carbodiimide; In methanol; dimethyl sulfoxide;
DOI:10.1021/ja00539a038

Reference yield:

: 68104-22-3
(6-methoxy-1H-indol-3-yl)(oxo)acetyl chloride

: 75276-08-3
3,4,5-Trimethoxy-benzoic acid (1S,2R,3R,4aS,13bS,14aS)-1-formyl-8a-hydroxy-2,11-dimethoxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-3-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: LiAlH₄

2: PBr₃

3: 85 percent / K₂CO₃ / methanol / 25 h / Heating

4: 2.) NaBH₄

5: 53 percent

6: 62 percent / 0.3M KOH / methanol / 0.08 h / 25 °C

7: 65 percent / DCC, H₃PO₄ / dimethylsulfoxide

8: 1.) acetone cyanohydrin, 2.) oxalyl chloride

With potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; phosphoric acid; phosphorus tribromide; potassium carbonate; 2-hydroxy-2-methylpropanenitrile; dicyclohexyl-carbodiimide; In methanol; dimethyl sulfoxide;
DOI:10.1021/ja00539a038