6-(3-(4-hydroxyphenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

Base Information

Chemical Name:6-(3-(4-hydroxyphenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
CAS No.:1309068-66-3
Molecular Formula:C₂₁H₁₆BNO₃S
Molecular Weight:373.24
Hs Code.:

Synonyms:6-(3-(4-hydroxyphenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

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Chemical Property of 6-(3-(4-hydroxyphenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

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Technology Process of 6-(3-(4-hydroxyphenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

There total 8 articles about 6-(3-(4-hydroxyphenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 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: 68.4%

: 1,3-dihydro-1-hydroxy-6-(indol-1-yl)-2,1-benzoxaborole

: 637-89-8
4-sulfanylphenol

: 1309068-66-3
6-(3-(4-hydroxyphenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

Guidance literature:: With iodine; In ethanol; water; for 2h; Reflux;
DOI:10.1016/j.ejmech.2014.04.079

Reference yield:

: 59142-68-6
2-bromo-4-fluorobenzaldehyde

: 1309068-66-3
6-(3-(4-hydroxyphenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

Guidance literature:: Multi-step reaction with 7 steps

1.1: toluene-4-sulfonic acid / toluene / Reflux

2.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / Reflux

3.1: hydrogenchloride / water; tetrahydrofuran / 3 h

4.1: sodium tetrahydroborate / methanol / 1 h

5.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

6.1: hydrogenchloride / water; tetrahydrofuran / 2 h / Inert atmosphere

7.1: iodine / water; ethanol / 2 h / Reflux

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; iodine; caesium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.ejmech.2014.04.079

Reference yield:

: 773097-04-4
2-(2-bromo-4-fluorophenyl)-1,3-dioxolane

: 1309068-66-3
6-(3-(4-hydroxyphenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

Guidance literature:: Multi-step reaction with 6 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / Reflux

2.1: hydrogenchloride / water; tetrahydrofuran / 3 h

3.1: sodium tetrahydroborate / methanol / 1 h

4.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

5.1: hydrogenchloride / water; tetrahydrofuran / 2 h / Inert atmosphere

6.1: iodine / water; ethanol / 2 h / Reflux

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; iodine; caesium carbonate; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2014.04.079