(6-benzyloxy-3',5'-dihydroxy-4-hydroxymethyl-biphenyl-2-yloxy)-acetic acid tert-butyl ester

Base Information

Chemical Name:(6-benzyloxy-3',5'-dihydroxy-4-hydroxymethyl-biphenyl-2-yloxy)-acetic acid tert-butyl ester
CAS No.:906457-96-3
Molecular Formula:C₂₆H₂₈O₇
Molecular Weight:452.504
Hs Code.:

(6-benzyloxy-3',5'-dihydroxy-4-hydroxymethyl-biphenyl-2-yloxy)-acetic acid <i>tert</i>-butyl ester

Synonyms:(6-benzyloxy-3',5'-dihydroxy-4-hydroxymethyl-biphenyl-2-yloxy)-acetic acid tert-butyl ester

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Chemical Property of (6-benzyloxy-3',5'-dihydroxy-4-hydroxymethyl-biphenyl-2-yloxy)-acetic acid tert-butyl ester

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Technology Process of (6-benzyloxy-3',5'-dihydroxy-4-hydroxymethyl-biphenyl-2-yloxy)-acetic acid tert-butyl ester

There total 9 articles about (6-benzyloxy-3',5'-dihydroxy-4-hydroxymethyl-biphenyl-2-yloxy)-acetic acid tert-butyl ester 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: 87.0%

: 906457-95-2
[6-benzyloxy-3',5'-bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxymethyl-biphenyl-2-yloxy]-acetic acid tert-butyl ester

: 906457-96-3
(6-benzyloxy-3',5'-dihydroxy-4-hydroxymethyl-biphenyl-2-yloxy)-acetic acid tert-butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1021/ja0622406

Reference yield:

: 906457-93-0
(3-benzyloxy-2-bromo-5-formyl-phenoxy)-acetic acid tert-butyl ester

: 906457-96-3
(6-benzyloxy-3',5'-dihydroxy-4-hydroxymethyl-biphenyl-2-yloxy)-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / Pd(PPh₃)2Cl / dimethylformamide / 48 h / 110 - 120 °C

2: 88 percent / tertbutylammonium borohydride / CH₂Cl₂ / 12 h / 20 °C

3: 87 percent / TBAF / tetrahydrofuran / 12 h / 20 °C

With N-tert-butylaminoborane; tetrabutyl ammonium fluoride; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja0622406

Reference yield:

: 906457-91-8
3-benzyloxy-2-bromo-5-hydroxymethyl-phenol

: 906457-96-3
(6-benzyloxy-3',5'-dihydroxy-4-hydroxymethyl-biphenyl-2-yloxy)-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / potassium carbonate; sodium iodide / 18-crown-6 / acetone / 24 h / Heating

2: 93 percent / pyridinium chlorochromate / CH₂Cl₂ / 3 h / 20 °C

3: 67 percent / Pd(PPh₃)2Cl / dimethylformamide / 48 h / 110 - 120 °C

4: 88 percent / tertbutylammonium borohydride / CH₂Cl₂ / 12 h / 20 °C

5: 87 percent / TBAF / tetrahydrofuran / 12 h / 20 °C

With N-tert-butylaminoborane; tetrabutyl ammonium fluoride; potassium carbonate; pyridinium chlorochromate; sodium iodide; bis-triphenylphosphine-palladium(II) chloride; 18-crown-6 ether; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja0622406