methyl N-formyl-2-(3,4-dimethyl-3,4-epoxypentyl)-3,4-epoxy-2-(methoxymethyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate

Base Information

Chemical Name:methyl N-formyl-2-(3,4-dimethyl-3,4-epoxypentyl)-3,4-epoxy-2-(methoxymethyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate
CAS No.:104784-22-7
Molecular Formula:C₂₁H₂₇NO₆
Molecular Weight:389.448
Hs Code.:

Synonyms:methyl N-formyl-2-(3,4-dimethyl-3,4-epoxypentyl)-3,4-epoxy-2-(methoxymethyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate

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Chemical Property of methyl N-formyl-2-(3,4-dimethyl-3,4-epoxypentyl)-3,4-epoxy-2-(methoxymethyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate

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Technology Process of methyl N-formyl-2-(3,4-dimethyl-3,4-epoxypentyl)-3,4-epoxy-2-(methoxymethyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate

There total 1 articles about methyl N-formyl-2-(3,4-dimethyl-3,4-epoxypentyl)-3,4-epoxy-2-(methoxymethyl)-1,2,3,4-tetrahydroquinoline-6-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:

: 5072-70-8
1-bromo-2,3-dimethyl-2-butene

: 104784-22-7
methyl N-formyl-2-(3,4-dimethyl-3,4-epoxypentyl)-3,4-epoxy-2-(methoxymethyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1: 91 percent / sodium hydride

2: 65 percent / propane-1,2-diol/alkoxide

3: 68 percent

4: 94 percent / cuprous iodide / bis(triphenylphosphine)palladium (II) chloride / diethylamine / Ambient temperature

5: MeSO₃H / tetrahydrofuran / 40 °C

6: 63 percent / MeSO₃H / tetrahydrofuran / 40 °C

7: NaBH₄

8: 66 percent / triphenylphosphine / CCl₄

10: 86 percent / m-chloroperbenzoic acid

With sodium tetrahydroborate; copper(l) iodide; propylene glycol; methanesulfonic acid; alkoxide; sodium hydride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; tetrachloromethane; diethylamine;
DOI:10.1016/S0040-4039(00)84241-0

Reference yield:

: 104784-22-7
methyl N-formyl-2-(3,4-dimethyl-3,4-epoxypentyl)-3,4-epoxy-2-(methoxymethyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate

: 76417-04-4,104871-14-9,104871-16-1,119322-53-1
(+/-)-virantmycin

Guidance literature:: Multi-step reaction with 5 steps

1: 2.) H₂ / 1.) Raney-Ni, 2) Pd-C / 1.) dioxane, 30 min, 2.) dioxane, 1 atm, 21 h

2: 45 percent / tungsten hexachloride-n-butyl lithium / hexane; tetrahydrofuran / 1.) 3 deg C, 30 min; 2.) r.t., 1 h

3: 80 percent / NaOH / methanol / 20 h / Ambient temperature

4: 45 percent / SOCl₂ / CH₂Cl₂ / 5.5 h / 40 °C

5: 73 percent / LiOH*H₂O / acetonitrile; H₂O / 4 h / 70 °C

With lithium hydroxide; sodium hydroxide; n-butyllithium; thionyl chloride; hydrogen; tungsten(VI) chloride; palladium on activated charcoal; nickel; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4020(01)85583-6