9-hydroxymethyl-5-(3,4,5-trimethoxyphenyl)-8H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Base Information

Chemical Name:9-hydroxymethyl-5-(3,4,5-trimethoxyphenyl)-8H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one
CAS No.:1002130-85-9
Molecular Formula:C₂₃H₂₀O₈
Molecular Weight:424.407
Hs Code.:

Synonyms:9-hydroxymethyl-5-(3,4,5-trimethoxyphenyl)-8H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

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Chemical Property of 9-hydroxymethyl-5-(3,4,5-trimethoxyphenyl)-8H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

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Technology Process of 9-hydroxymethyl-5-(3,4,5-trimethoxyphenyl)-8H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

There total 5 articles about 9-hydroxymethyl-5-(3,4,5-trimethoxyphenyl)-8H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-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: 92.0%

: 1002130-60-0
1-hydroxy-5-(3,4,5-trimethoxyphenyl)-1,3-dihydro-2,7,9-trioxadicyclopenta[a,g]naphthalene-4-carboxylic acid methyl ester

: 1002130-85-9
9-hydroxymethyl-5-(3,4,5-trimethoxyphenyl)-8H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃; for 16h;
DOI:10.1002/adsc.200600587

Reference yield:

: 1002130-82-6
3-(N-methoxy-N-methylcarbamoyl)prop-2-ynyl 3-(3,4,5-trimethoxyphenyl)propiolate

: 1002130-85-9
9-hydroxymethyl-5-(3,4,5-trimethoxyphenyl)-8H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 71 percent / CsF; P(o-tol)3 / Pd₂(dba)3*CHCl₃ / acetonitrile / 40 h / 20 °C

2.1: 85 percent / NaH / CH₂Cl₂ / 24 h / 20 °C

3.1: DIBAL-H / CH₂Cl₂; toluene / 2 h / -78 °C

3.2: 61 percent / aq. potassium sodium tartrate / CH₂Cl₂; methanol / -78 - 20 °C

4.1: 92 percent / NaBH₄ / methanol; tetrahydrofuran / 16 h / 0 °C

With sodium tetrahydroborate; sodium hydride; diisobutylaluminium hydride; cesium fluoride; tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1002/adsc.200600587

Reference yield:

: 717903-52-1
6-(trimethylsilyl)benzo[d][1,3]dioxol-5-yl triflate

: 1002130-85-9
9-hydroxymethyl-5-(3,4,5-trimethoxyphenyl)-8H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 71 percent / CsF; P(o-tol)3 / Pd₂(dba)3*CHCl₃ / acetonitrile / 40 h / 20 °C

2.1: 85 percent / NaH / CH₂Cl₂ / 24 h / 20 °C

3.1: DIBAL-H / CH₂Cl₂; toluene / 2 h / -78 °C

3.2: 61 percent / aq. potassium sodium tartrate / CH₂Cl₂; methanol / -78 - 20 °C

4.1: 92 percent / NaBH₄ / methanol; tetrahydrofuran / 16 h / 0 °C

With sodium tetrahydroborate; sodium hydride; diisobutylaluminium hydride; cesium fluoride; tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1002/adsc.200600587