(R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-N-ethyl-4-methoxy-9-(3-methoxyphenyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-6(5H)-carboxamide

Base Information

Chemical Name:(R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-N-ethyl-4-methoxy-9-(3-methoxyphenyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-6(5H)-carboxamide
CAS No.:1596347-24-8
Molecular Formula:C₃₁H₃₄N₂O₈
Molecular Weight:562.62
Hs Code.:

(R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-N-ethyl-4-methoxy-9-(3-methoxyphenyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-6(5H)-carboxamide

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Chemical Property of (R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-N-ethyl-4-methoxy-9-(3-methoxyphenyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-6(5H)-carboxamide

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Technology Process of (R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-N-ethyl-4-methoxy-9-(3-methoxyphenyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-6(5H)-carboxamide

There total 7 articles about (R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-N-ethyl-4-methoxy-9-(3-methoxyphenyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-6(5H)-carboxamide 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: 21.0%

: 1596347-20-4
(R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-N-ethyl-9-iodo-4-methoxy-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-6(5H)-carboxamide

: 10365-98-7,1107579-37-2
3-methoxyphenylboronic acid

: 1596347-24-8
(R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-N-ethyl-4-methoxy-9-(3-methoxyphenyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-6(5H)-carboxamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In tetrahydrofuran; water; at 100 ℃; for 3h; Microwave irradiation; Inert atmosphere;
DOI:10.1002/cmdc.201300395

Reference yield:

: 92621-03-9,36017-64-8
(3S)-6,7-dimethoxy-3-((R)-4-methoxy-5,6,7,8-tetrahydro-[1,3]dioxolo [4,5-g]isoquinolin-5-yl)isobenzofuran-1(3H)-one

: 1596347-24-8
(R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-N-ethyl-4-methoxy-9-(3-methoxyphenyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-6(5H)-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 24 h / -5 - 20 °C

1.2: 1 h

2.1: trifluoroacetic acid; N-iodo-succinimide / 2 h / -5 - 20 °C

3.1: hydrogenchloride / water

4.1: acetonitrile / 2 h / -5 - 20 °C / Inert atmosphere

5.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / tetrahydrofuran; water / 3 h / 100 °C / Microwave irradiation; Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; N-iodo-succinimide; boron trifluoride diethyl etherate; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; water; acetonitrile; 5.1: |Suzuki Coupling;
DOI:10.1002/cmdc.201300395

Reference yield:

: 128-62-1
noscapine

: 1596347-24-8
(R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-N-ethyl-4-methoxy-9-(3-methoxyphenyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-6(5H)-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 3-chloro-benzenecarboperoxoic acid; hydrogenchloride / chloroform / 1 h / -5 °C

2.1: ferrous(II) sulfate heptahydrate / methanol / 8 h / -5 °C

3.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 24 h / -5 - 20 °C

3.2: 1 h

4.1: trifluoroacetic acid; N-iodo-succinimide / 2 h / -5 - 20 °C

5.1: hydrogenchloride / water

6.1: acetonitrile / 2 h / -5 - 20 °C / Inert atmosphere

7.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / tetrahydrofuran; water / 3 h / 100 °C / Microwave irradiation; Inert atmosphere

With hydrogenchloride; ferrous(II) sulfate heptahydrate; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; N-iodo-succinimide; boron trifluoride diethyl etherate; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; chloroform; water; acetonitrile; 7.1: |Suzuki Coupling;
DOI:10.1002/cmdc.201300395