3-(10'-benzyloxy-13'-oxotetradec-3'-en-1'-yl)-5,7-dimethoxy-(3H)-isobenzofuran-1-one

Base Information

Chemical Name:3-(10'-benzyloxy-13'-oxotetradec-3'-en-1'-yl)-5,7-dimethoxy-(3H)-isobenzofuran-1-one
CAS No.:868756-22-3
Molecular Formula:C₃₁H₄₀O₆
Molecular Weight:508.655
Hs Code.:

Synonyms:3-(10'-benzyloxy-13'-oxotetradec-3'-en-1'-yl)-5,7-dimethoxy-(3H)-isobenzofuran-1-one

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Chemical Property of 3-(10'-benzyloxy-13'-oxotetradec-3'-en-1'-yl)-5,7-dimethoxy-(3H)-isobenzofuran-1-one

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Technology Process of 3-(10'-benzyloxy-13'-oxotetradec-3'-en-1'-yl)-5,7-dimethoxy-(3H)-isobenzofuran-1-one

There total 15 articles about 3-(10'-benzyloxy-13'-oxotetradec-3'-en-1'-yl)-5,7-dimethoxy-(3H)-isobenzofuran-1-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: 54.0%

: 868756-21-2
3-(10'-benzyloxytetradec-3',13'-dien-1'-yl)-5,7-dimethoxy-(3H)-isobenzofuran-1-one

: 868756-22-3
3-(10'-benzyloxy-13'-oxotetradec-3'-en-1'-yl)-5,7-dimethoxy-(3H)-isobenzofuran-1-one

Guidance literature:: With oxygen; copper(l) chloride; palladium dichloride; In water; N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1016/j.tet.2005.08.027

Reference yield:

: 868756-03-0
5,7-dimethoxy-3-(3'-oxoprop-1'-yl)-(3H)-isobenzofuran-1-one

: 868756-22-3
3-(10'-benzyloxy-13'-oxotetradec-3'-en-1'-yl)-5,7-dimethoxy-(3H)-isobenzofuran-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 20 °C

1.2: 72 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 54 percent / oxygen / palladium(II) chloride; copper(I) chloride / dimethylformamide; H₂O / 3 h / 20 °C

With n-butyllithium; oxygen; copper(l) chloride; palladium dichloride; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide; 1.2: Wittig reaction / 2.1: Wacker oxidation;
DOI:10.1016/j.tet.2005.08.027

Reference yield:

: 868756-16-5
tert-butyl-dimethyl-(6-oxiranyl-hexyloxy)-silane

: 868756-22-3
3-(10'-benzyloxy-13'-oxotetradec-3'-en-1'-yl)-5,7-dimethoxy-(3H)-isobenzofuran-1-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 55 percent / copper(I) cyanide / diethyl ether / 10 h / -78 °C

2.1: 81 percent / sodium hydride; tetrabutylammonium iodide / dimethylformamide / 18 h / 20 °C

3.1: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 0 °C

4.1: 98 percent / carbon tetrabromide; triphenylphosphine / acetonitrile / 0 - 20 °C

5.1: 80 percent / acetonitrile / 26 h / Heating

6.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 20 °C

6.2: 72 percent / tetrahydrofuran; hexane / -78 - 20 °C

7.1: 54 percent / oxygen / palladium(II) chloride; copper(I) chloride / dimethylformamide; H₂O / 3 h / 20 °C

With n-butyllithium; carbon tetrabromide; tetrabutyl ammonium fluoride; oxygen; copper(l) cyanide; tetra-(n-butyl)ammonium iodide; sodium hydride; triphenylphosphine; copper(l) chloride; palladium dichloride; In tetrahydrofuran; diethyl ether; hexane; water; N,N-dimethyl-formamide; acetonitrile; 6.2: Wittig reaction / 7.1: Wacker oxidation;
DOI:10.1016/j.tet.2005.08.027