(E)-3-hydroxy-5-{[7-isothiocyanato-3,7-dimethyl-6-(phenylselanyl)oct-2-en-1-yl]oxy}-7-methoxy-3,6-dimethylisobenzofuran-1(3H)-one

Base Information

Chemical Name:(E)-3-hydroxy-5-{[7-isothiocyanato-3,7-dimethyl-6-(phenylselanyl)oct-2-en-1-yl]oxy}-7-methoxy-3,6-dimethylisobenzofuran-1(3H)-one
CAS No.:1523187-59-8
Molecular Formula:C₂₈H₃₃NO₅SSe
Molecular Weight:574.6
Hs Code.:

Synonyms:(E)-3-hydroxy-5-{[7-isothiocyanato-3,7-dimethyl-6-(phenylselanyl)oct-2-en-1-yl]oxy}-7-methoxy-3,6-dimethylisobenzofuran-1(3H)-one

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Chemical Property of (E)-3-hydroxy-5-{[7-isothiocyanato-3,7-dimethyl-6-(phenylselanyl)oct-2-en-1-yl]oxy}-7-methoxy-3,6-dimethylisobenzofuran-1(3H)-one

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Technology Process of (E)-3-hydroxy-5-{[7-isothiocyanato-3,7-dimethyl-6-(phenylselanyl)oct-2-en-1-yl]oxy}-7-methoxy-3,6-dimethylisobenzofuran-1(3H)-one

There total 6 articles about (E)-3-hydroxy-5-{[7-isothiocyanato-3,7-dimethyl-6-(phenylselanyl)oct-2-en-1-yl]oxy}-7-methoxy-3,6-dimethylisobenzofuran-1(3H)-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:

: 1666-13-3
diphenyl diselenide

: potassium thiocyanate

: 1523187-55-4
(E)-5-((3,7-dimethylocta-2,6-dien-1-yl)oxy)-3-hydroxy-7-methoxy-3,6-dimethylisobenzofuran-1(3H)-one

: 1523187-59-8
(E)-3-hydroxy-5-{[7-isothiocyanato-3,7-dimethyl-6-(phenylselanyl)oct-2-en-1-yl]oxy}-7-methoxy-3,6-dimethylisobenzofuran-1(3H)-one

Guidance literature:: With [bis(acetoxy)iodo]benzene; In acetonitrile; at 20 ℃; for 16h;
DOI:10.1055/s-0033-1340060

Reference yield:

: 1523187-48-5
C₂₀H₂₄O₅

: 1523187-59-8
(E)-3-hydroxy-5-{[7-isothiocyanato-3,7-dimethyl-6-(phenylselanyl)oct-2-en-1-yl]oxy}-7-methoxy-3,6-dimethylisobenzofuran-1(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: cadmium(II) chloride / diethyl ether / 1 h / Inert atmosphere; Reflux

1.2: 4 h / Inert atmosphere; Reflux

2.1: [bis(acetoxy)iodo]benzene / acetonitrile / 16 h / 20 °C

With [bis(acetoxy)iodo]benzene; cadmium(II) chloride; In diethyl ether; acetonitrile;
DOI:10.1055/s-0033-1340060

Reference yield:

: 219646-62-5
TMSOC₆H₅MeOMe

: 1523187-59-8
(E)-3-hydroxy-5-{[7-isothiocyanato-3,7-dimethyl-6-(phenylselanyl)oct-2-en-1-yl]oxy}-7-methoxy-3,6-dimethylisobenzofuran-1(3H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 5,5-dimethyl-1,3-cyclohexadiene / 2 h / -10 °C

1.2: 2 h / 120 °C

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 13 h / 20 °C

3.1: potassium hydroxide; methanol / 5 h / Reflux

4.1: acetic anhydride / 3 h / 105 °C

5.1: cadmium(II) chloride / diethyl ether / 1 h / Inert atmosphere; Reflux

5.2: 4 h / Inert atmosphere; Reflux

6.1: [bis(acetoxy)iodo]benzene / acetonitrile / 16 h / 20 °C

With methanol; [bis(acetoxy)iodo]benzene; di-isopropyl azodicarboxylate; acetic anhydride; triphenylphosphine; potassium hydroxide; cadmium(II) chloride; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether; acetonitrile;
DOI:10.1055/s-0033-1340060