(1′′RS)-4-oxa-4-(2,3,4-trimethoxy-6-(1-(prop-2-ynyloxy)ethyl)phenyl)butanoic acid

Base Information

Chemical Name:(1′′RS)-4-oxa-4-(2,3,4-trimethoxy-6-(1-(prop-2-ynyloxy)ethyl)phenyl)butanoic acid
CAS No.:1403558-96-2
Molecular Formula:C₁₈H₂₂O₇
Molecular Weight:350.368
Hs Code.:

Synonyms:(1′′RS)-4-oxa-4-(2,3,4-trimethoxy-6-(1-(prop-2-ynyloxy)ethyl)phenyl)butanoic acid

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Chemical Property of (1′′RS)-4-oxa-4-(2,3,4-trimethoxy-6-(1-(prop-2-ynyloxy)ethyl)phenyl)butanoic acid

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Technology Process of (1′′RS)-4-oxa-4-(2,3,4-trimethoxy-6-(1-(prop-2-ynyloxy)ethyl)phenyl)butanoic acid

There total 5 articles about (1′′RS)-4-oxa-4-(2,3,4-trimethoxy-6-(1-(prop-2-ynyloxy)ethyl)phenyl)butanoic acid 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: 72.0%

: 1403558-99-5
(1′′RS)-2-methoxy-5-(2,3,4-trimethoxy-6-(1-(prop-2-ynyloxy)ethyl)phenyl)-furane

: 1403558-96-2
(1′′RS)-4-oxa-4-(2,3,4-trimethoxy-6-(1-(prop-2-ynyloxy)ethyl)phenyl)butanoic acid

Guidance literature:: (1′′RS)-2-methoxy-5-(2,3,4-trimethoxy-6-(1-(prop-2-ynyloxy)ethyl)phenyl)-furane; With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 0.5h; Inert atmosphere;

With lithium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 0.75h; Inert atmosphere;
DOI:10.1002/ejoc.201200677

Reference yield:

: 1136-86-3
methyl (3,4,5-trimethoxyphenyl) ketone

: 1403558-96-2
(1′′RS)-4-oxa-4-(2,3,4-trimethoxy-6-(1-(prop-2-ynyloxy)ethyl)phenyl)butanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: iodine; silver trifluoroacetate / chloroform / 5 h / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 16 h / Inert atmosphere; Reflux

3.1: sodium tetrahydroborate / ethanol / 4 h / 20 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

4.2: 2 h / 0 - 20 °C / Inert atmosphere

5.1: hydrogenchloride / tetrahydrofuran; water / 0.5 h / 20 °C / Inert atmosphere

5.2: 0.75 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; silver trifluoroacetate; sodium hydride; In tetrahydrofuran; ethanol; chloroform; water; N,N-dimethyl-formamide; toluene; 2.1: |Stille Cross Coupling;
DOI:10.1002/ejoc.201200677

Reference yield:

: 1403558-97-3
1-(3,4,5-trimethoxy-2-(5-methoxyfurane-2-yl)phenyl)ethanone

: 1403558-96-2
(1′′RS)-4-oxa-4-(2,3,4-trimethoxy-6-(1-(prop-2-ynyloxy)ethyl)phenyl)butanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate / ethanol / 4 h / 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C / Inert atmosphere

3.1: hydrogenchloride / tetrahydrofuran; water / 0.5 h / 20 °C / Inert atmosphere

3.2: 0.75 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; sodium hydride; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201200677