ethyl 2-((benzyloxy)methyl)-4-ethyl-6-methoxyquinoline-3-carboxylate

Base Information

Chemical Name:ethyl 2-((benzyloxy)methyl)-4-ethyl-6-methoxyquinoline-3-carboxylate
CAS No.:1335104-64-7
Molecular Formula:C₂₃H₂₅NO₄
Molecular Weight:379.456
Hs Code.:

Synonyms:ethyl 2-((benzyloxy)methyl)-4-ethyl-6-methoxyquinoline-3-carboxylate

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Chemical Property of ethyl 2-((benzyloxy)methyl)-4-ethyl-6-methoxyquinoline-3-carboxylate

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Technology Process of ethyl 2-((benzyloxy)methyl)-4-ethyl-6-methoxyquinoline-3-carboxylate

There total 1 articles about ethyl 2-((benzyloxy)methyl)-4-ethyl-6-methoxyquinoline-3-carboxylate 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: 93.0%

: 67354-34-1
ethyl 4-benzyloxyacetoacetate

: 60997-56-0
2'-amino-5'-methoxypropiophenone

: 1335104-64-7
ethyl 2-((benzyloxy)methyl)-4-ethyl-6-methoxyquinoline-3-carboxylate

Guidance literature:: With iron(III) chloride; In ethanol; at 20 ℃; for 15h; Inert atmosphere;
DOI:10.1002/chem.201101389

Reference yield: 84.0%

: 1335104-64-7
ethyl 2-((benzyloxy)methyl)-4-ethyl-6-methoxyquinoline-3-carboxylate

: 1335104-65-8
(2-((benzyloxy)methyl)-4-ethyl-6-methoxyquinolin-3-yl)methanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1002/chem.201101389

Reference yield:

: 1335104-64-7
ethyl 2-((benzyloxy)methyl)-4-ethyl-6-methoxyquinoline-3-carboxylate

: 86639-52-3,110714-48-2,130144-34-2,113015-38-6,647852-82-2
7-ethyl-10-hydroxycamptothecin

Guidance literature:: Multi-step reaction with 13 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 0.5 h / 0 °C / Inert atmosphere

2.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 20 °C / Inert atmosphere

3.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 1 h / 20 °C / Inert atmosphere

4.1: hydrogenchloride; palladium on carbon; hydrogen / methanol; water / 12 h / 30 °C / 760.05 Torr

5.1: triethylamine / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

6.1: manganese(IV) oxide / dichloromethane / 20 °C / Inert atmosphere

7.1: dmap; triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

8.1: boron trifluoride diethyl etherate / dichloromethane / 0.67 h / -78 °C / Inert atmosphere

8.2: -78 °C / Inert atmosphere

9.1: 1,3,5-trimethyl-benzene / 6 h / 160 - 170 °C / Sealed tube; Inert atmosphere

10.1: acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,4-dioxane / 0.5 h / 20 °C / Inert atmosphere

10.2: 1 h / 20 °C / Inert atmosphere

11.1: potassium osmate(VI) dihydrate; (DHQD)2-PYR; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 48 h / 0 °C / Inert atmosphere

12.1: iodine; calcium carbonate / methanol; water / 15 h / 40 °C / Inert atmosphere

13.1: hydrogen bromide / water / 5 h / 110 °C / Sealed tube; Inert atmosphere

With hydrogenchloride; dmap; manganese(IV) oxide; potassium osmate(VI) dihydrate; lithium aluminium tetrahydride; methanesulfonamide; palladium on carbon; (DHQD)2-PYR; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; hydrogen bromide; hydrogen; iodine; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; acetic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; calcium carbonate; potassium hexacyanoferrate(III); In 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1,3,5-trimethyl-benzene; 8.1: Mukaiyama reaction / 8.2: Mukaiyama reaction / 9.1: Diels-Alder reaction / 11.1: Sharpless dihydroxylation;
DOI:10.1002/chem.201101389