(Z,Z)-12-[(2-tetrahydropyranyl)oxy]-1-(phenylsulfonyl)dodeca-4,8-diene-2,6,10-triyne

Base Information

Chemical Name:(Z,Z)-12-[(2-tetrahydropyranyl)oxy]-1-(phenylsulfonyl)dodeca-4,8-diene-2,6,10-triyne
CAS No.:191229-67-1
Molecular Formula:C₂₃H₂₂O₄S
Molecular Weight:394.491
Hs Code.:

Synonyms:(Z,Z)-12-[(2-tetrahydropyranyl)oxy]-1-(phenylsulfonyl)dodeca-4,8-diene-2,6,10-triyne

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Chemical Property of (Z,Z)-12-[(2-tetrahydropyranyl)oxy]-1-(phenylsulfonyl)dodeca-4,8-diene-2,6,10-triyne

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Technology Process of (Z,Z)-12-[(2-tetrahydropyranyl)oxy]-1-(phenylsulfonyl)dodeca-4,8-diene-2,6,10-triyne

There total 9 articles about (Z,Z)-12-[(2-tetrahydropyranyl)oxy]-1-(phenylsulfonyl)dodeca-4,8-diene-2,6,10-triyne 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: 58.0%

: 191229-69-3
(Z,Z)-12-[(2-tetrahydropyranyl)oxy]-1-(phenylthio)dodeca-4,8-diene-2,6,10-triyne

: 191229-67-1
(Z,Z)-12-[(2-tetrahydropyranyl)oxy]-1-(phenylsulfonyl)dodeca-4,8-diene-2,6,10-triyne

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 25 ℃; for 0.5h;
DOI:10.1021/jo970513x

Reference yield:

: 77973-34-3
(Z)-1-choro-5-<(2-tetrahydropyranyl)oxy>-1-penten-3-yne

: 191229-67-1
(Z,Z)-12-[(2-tetrahydropyranyl)oxy]-1-(phenylsulfonyl)dodeca-4,8-diene-2,6,10-triyne

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / Pd(PPh₃)4, CuI, BuNH₂ / diethyl ether

2: 65 percent / t-Bu₄NF / tetrahydrofuran

3: 23 percent / Pd(PPh₃)4, CuI, BuNH₂ / diethyl ether

4: Et₃N / CH₂Cl₂

5: aq. NaOH / tetrahydrofuran

6: 58 percent / m-chloroperbenzoic acid / CH₂Cl₂

With sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra(tert-butyl)-ammonium fluoride; N-butylamine; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/jccs.199800072

Reference yield:

: 121099-18-1
(Z)-1-(trimethylsilyl)-7-<(2-tetrahydropyranyl)oxy>hept-3-ene-1,5-diyne

: 191229-67-1
(Z,Z)-12-[(2-tetrahydropyranyl)oxy]-1-(phenylsulfonyl)dodeca-4,8-diene-2,6,10-triyne

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / t-Bu₄NF / tetrahydrofuran

2: 23 percent / Pd(PPh₃)4, CuI, BuNH₂ / diethyl ether

3: Et₃N / CH₂Cl₂

4: aq. NaOH / tetrahydrofuran

5: 58 percent / m-chloroperbenzoic acid / CH₂Cl₂

With sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra(tert-butyl)-ammonium fluoride; N-butylamine; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/jccs.199800072