(S)-9-(3,4-dimethoxyphenyl)-6,7-dimethoxy-4,9-dihydrofuro[3,4-b]-quinolin-1(3H)-one

Base Information

Chemical Name:(S)-9-(3,4-dimethoxyphenyl)-6,7-dimethoxy-4,9-dihydrofuro[3,4-b]-quinolin-1(3H)-one
CAS No.:1610356-04-1
Molecular Formula:C₂₁H₂₁NO₆
Molecular Weight:383.401
Hs Code.:

Synonyms:(S)-9-(3,4-dimethoxyphenyl)-6,7-dimethoxy-4,9-dihydrofuro[3,4-b]-quinolin-1(3H)-one

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Chemical Property of (S)-9-(3,4-dimethoxyphenyl)-6,7-dimethoxy-4,9-dihydrofuro[3,4-b]-quinolin-1(3H)-one

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Technology Process of (S)-9-(3,4-dimethoxyphenyl)-6,7-dimethoxy-4,9-dihydrofuro[3,4-b]-quinolin-1(3H)-one

There total 2 articles about (S)-9-(3,4-dimethoxyphenyl)-6,7-dimethoxy-4,9-dihydrofuro[3,4-b]-quinolin-1(3H)-one 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:

: 161493-22-7
4-(3,4-dimethoxyphenyl)-2-hydroxymethyl-6,7-dimethoxyquinoline-3-carboxylic acid lactone

: 1610356-04-1
(S)-9-(3,4-dimethoxyphenyl)-6,7-dimethoxy-4,9-dihydrofuro[3,4-b]-quinolin-1(3H)-one

: (R)-9-(3,4-dimethoxyphenyl)-6,7-dimethoxy-4,9-dihydrofuro[3,4-b]-quinolin-1(3H)-one

Guidance literature:: With (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; In toluene; at 50 ℃; for 24h; Overall yield = 76 %; enantioselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1021/ol5011196

Reference yield:

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 6315-89-5
3,4-dimethoxyaniline

: 1610356-04-1
(S)-9-(3,4-dimethoxyphenyl)-6,7-dimethoxy-4,9-dihydrofuro[3,4-b]-quinolin-1(3H)-one

: (R)-9-(3,4-dimethoxyphenyl)-6,7-dimethoxy-4,9-dihydrofuro[3,4-b]-quinolin-1(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetic acid / 5 h / 120 °C / Schlenk technique; Inert atmosphere

1.2: 1 h / 30 °C / Inert atmosphere; Schlenk technique

2.1: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate / toluene / 24 h / 50 °C / Inert atmosphere; Schlenk technique

With (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; acetic acid; In toluene;
DOI:10.1021/ol5011196