3-(3-hydroxymethyl-pent-2-enyl)-1,3-dihydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid benzyl ester

Base Information

Chemical Name:3-(3-hydroxymethyl-pent-2-enyl)-1,3-dihydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid benzyl ester
CAS No.:717127-40-7
Molecular Formula:C₂₅H₂₆N₂O₃
Molecular Weight:402.493
Hs Code.:

3-(3-hydroxymethyl-pent-2-enyl)-1,3-dihydro-pyrrolo[3,4-<i>b</i>]quinoline-2-carboxylic acid benzyl ester

Synonyms:3-(3-hydroxymethyl-pent-2-enyl)-1,3-dihydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid benzyl ester

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Chemical Property of 3-(3-hydroxymethyl-pent-2-enyl)-1,3-dihydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid benzyl ester

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Technology Process of 3-(3-hydroxymethyl-pent-2-enyl)-1,3-dihydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid benzyl ester

There total 9 articles about 3-(3-hydroxymethyl-pent-2-enyl)-1,3-dihydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid benzyl 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: 90.0%

: 717127-76-9
3-[3-(4-methoxy-benzyloxymethyl)-pent-2-enyl]-1,3-dihydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid benzyl ester

: 717127-40-7
3-(3-hydroxymethyl-pent-2-enyl)-1,3-dihydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid benzyl ester

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1016/j.tetlet.2004.03.089

Reference yield:

: 65305-57-9
Acetic acid (E)-4-chloro-2-ethyl-but-2-enyl ester

: 717127-40-7
3-(3-hydroxymethyl-pent-2-enyl)-1,3-dihydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: TBABr; KI; K₂CO₃ / acetonitrile / Heating

2: aq. HCl / 0.5 h

3: 96 percent / K₂CO₃ / CH₂Cl₂

4: 95 percent / K₂CO₃ / methanol

5: 81 percent / BF₃*OEt₂ / 3 h / 20 °C

6: 66 percent / 2.5 h / Heating

7: NaCl / dimethylsulfoxide

8: p-TSA / toluene / 3 h / Heating

9: 90 percent / DDQ / CH₂Cl₂

With hydrogenchloride; tetrabutylammomium bromide; potassium carbonate; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium iodide; sodium chloride; boron trifluoride diethyl etherate; In methanol; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; 7: Krapcho reaction / 8: Friedlander condensation;
DOI:10.1016/j.tetlet.2004.03.089

Reference yield:

: 717127-53-2
(E)-5-Acetoxymethyl-2-amino-hept-4-enoic acid methyl ester

: 717127-40-7
3-(3-hydroxymethyl-pent-2-enyl)-1,3-dihydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / K₂CO₃ / CH₂Cl₂

2: 95 percent / K₂CO₃ / methanol

3: 81 percent / BF₃*OEt₂ / 3 h / 20 °C

4: 66 percent / 2.5 h / Heating

5: NaCl / dimethylsulfoxide

6: p-TSA / toluene / 3 h / Heating

7: 90 percent / DDQ / CH₂Cl₂

With potassium carbonate; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium chloride; boron trifluoride diethyl etherate; In methanol; dichloromethane; dimethyl sulfoxide; toluene; 5: Krapcho reaction / 6: Friedlander condensation;
DOI:10.1016/j.tetlet.2004.03.089