2-(hydroxymethyl)-6-benzyloxyphenyl boronic acid cyclic monoester

Base Information

Chemical Name:2-(hydroxymethyl)-6-benzyloxyphenyl boronic acid cyclic monoester
CAS No.:440105-10-2
Molecular Formula:C₁₄H₁₃BO₃
Molecular Weight:240.066
Hs Code.:

Synonyms:2-(hydroxymethyl)-6-benzyloxyphenyl boronic acid cyclic monoester

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Chemical Property of 2-(hydroxymethyl)-6-benzyloxyphenyl boronic acid cyclic monoester

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Technology Process of 2-(hydroxymethyl)-6-benzyloxyphenyl boronic acid cyclic monoester

There total 1 articles about 2-(hydroxymethyl)-6-benzyloxyphenyl boronic acid cyclic monoester 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: 64.0%

: 1700-30-7
(3-(benzyloxy)phenyl)methanol

: 440105-10-2
2-(hydroxymethyl)-6-benzyloxyphenyl boronic acid cyclic monoester

Guidance literature:: (3-(benzyloxy)phenyl)methanol; With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃; for 7h;

With Trimethyl borate; In tetrahydrofuran; hexane; at 20 ℃; for 18h; Further stages.;
DOI:10.1021/jm020018f

Reference yield: 93.0%

: 440105-10-2
2-(hydroxymethyl)-6-benzyloxyphenyl boronic acid cyclic monoester

: trans-1-benzyloxycarbonyl-4-(4-iodobenzoyloxy)-3-(4-benzyloxybenzamido)pyrrolidine

: trans-1-benzyloxycarbonyl-4-[4-[2-benzyloxy-6-(hydroxymethyl)phenyl]benzoyloxy]-3-(4-benzyloxybenzamido)pyrrolidine

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; for 24h; Heating;
DOI:10.1021/jm020018f

Reference yield:

: 440105-10-2
2-(hydroxymethyl)-6-benzyloxyphenyl boronic acid cyclic monoester

: trans-4-[4-(6-carboxy-2-hydroxyphenyl)benzoyloxy]-3-(4-hydroxybenzamido)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / Pd(PPh₃)4; Na₂CO₃ / dioxane / 24 h / Heating

2.1: 100 percent / NaBr; TEMPO; NaHCO₃ / CH₂Cl₂; tetrahydrofuran; various solvent(s) / 0.25 h

3.1: 100 percent / aq. sulfamic acid; NaClO₂ / acetonitrile / 0.5 h / 20 °C

4.1: H₂ / Pd(OH)2 / methanol; tetrahydrofuran / 16 h / 20 °C

4.2: TFA / CH₂Cl₂ / 0.05 h

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; aminosulfonic acid; hydrogen; sodium hydrogencarbonate; sodium carbonate; sodium bromide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; acetonitrile; 1.1: Suzuki coupling;
DOI:10.1021/jm020018f