2,11-Tridecadiene-3,11-diol, 4,10-dimethyl-7-methylene-5,9-bis[(1S)-1-phenylethoxy]-, dibenzoate, (2Z,4S,5S,9S,10S,11Z)-

Base Information

Chemical Name:2,11-Tridecadiene-3,11-diol, 4,10-dimethyl-7-methylene-5,9-bis[(1S)-1-phenylethoxy]-, dibenzoate, (2Z,4S,5S,9S,10S,11Z)-
CAS No.:681144-16-1
Molecular Formula:C46H52O6
Molecular Weight:700.915
Hs Code.:

Synonyms:

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Chemical Property of 2,11-Tridecadiene-3,11-diol, 4,10-dimethyl-7-methylene-5,9-bis[(1S)-1-phenylethoxy]-, dibenzoate, (2Z,4S,5S,9S,10S,11Z)-

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Technology Process of 2,11-Tridecadiene-3,11-diol, 4,10-dimethyl-7-methylene-5,9-bis[(1S)-1-phenylethoxy]-, dibenzoate, (2Z,4S,5S,9S,10S,11Z)-

There total 6 articles about 2,11-Tridecadiene-3,11-diol, 4,10-dimethyl-7-methylene-5,9-bis[(1S)-1-phenylethoxy]-, dibenzoate, (2Z,4S,5S,9S,10S,11Z)- 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: 62.0%

: 681144-19-4
(-)-(1E,3Z,1'S)-2-methyl-1-(1'-phenylethoxy)penta-1,3-dien-3-yl benzoate

: 681144-14-9
(+)-(2Z,1'S,4S,5S)-4-methyl-7-((dimethyl(phenyl)silyl)methyl)-5-(1'-phenylethoxy)octa-2,7-dien-3-yl benzoate

: 681144-16-1
(-)-(2Z,11Z,1'S,1''S,4S,5S,9S,10S)-4,10-dimethyl-7-methylidene-5,9-bis(1'-phenylethoxy)trideca-2,11-diene-3,11-diyl dibenzoate

Guidance literature:: (-)-(1E,3Z,1'S)-2-methyl-1-(1'-phenylethoxy)penta-1,3-dien-3-yl benzoate; (+)-(2Z,1'S,4S,5S)-4-methyl-7-((dimethyl(phenyl)silyl)methyl)-5-(1'-phenylethoxy)octa-2,7-dien-3-yl benzoate; With sulfur dioxide; trimethylsilyl bis(trifluoromethanesulfonyl)imide; In toluene; at -78 ℃; for 24h;

With trimethylsilyl trifluoromethanesulfonate; triethylamine; In methanol;
DOI:10.1021/ol0498646

Reference yield:

: (S)-(1E)-2-methyl-1-(1-(phenyl)ethoxy)pent-1-en-3-one

: 681144-16-1
(-)-(2Z,11Z,1'S,1''S,4S,5S,9S,10S)-4,10-dimethyl-7-methylidene-5,9-bis(1'-phenylethoxy)trideca-2,11-diene-3,11-diyl dibenzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: Et₃N / diethyl ether / 4 h / -20 - 0 °C

2.1: TBAF / tetrahydrofuran / 0.5 h / -15 °C

3.1: SO₂; Me₃SiN(SO₂CF₃)2 / CH₂Cl₂; toluene / 24 h / -78 °C

4.1: Et₃N; trimethylsilyl trifluoromethanesulfonate / methanol / 3 h / -78 - -50 °C

5.1: 100 percent / Li; CuCN / tetrahydrofuran / 2 h / -78 °C

6.1: SO₂; Me₃SiN(SO₂CF₃)2 / toluene / 24 h / -78 °C

6.2: 62 percent / Et₃N; trimethylsilyl triflate / methanol

With trimethylsilyl trifluoromethanesulfonate; sulfur dioxide; tetrabutyl ammonium fluoride; lithium; triethylamine; trimethylsilyl bis(trifluoromethanesulfonyl)imide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ol0498646

Reference yield:

: 681144-32-1
Trimethyl-{(Z)-1-[(E)-1-methyl-2-((S)-1-phenyl-ethoxy)-vinyl]-propenyloxy}-silane

: 681144-16-1
(-)-(2Z,11Z,1'S,1''S,4S,5S,9S,10S)-4,10-dimethyl-7-methylidene-5,9-bis(1'-phenylethoxy)trideca-2,11-diene-3,11-diyl dibenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: TBAF / tetrahydrofuran / 0.5 h / -15 °C

2.1: SO₂; Me₃SiN(SO₂CF₃)2 / CH₂Cl₂; toluene / 24 h / -78 °C

3.1: Et₃N; trimethylsilyl trifluoromethanesulfonate / methanol / 3 h / -78 - -50 °C

4.1: 100 percent / Li; CuCN / tetrahydrofuran / 2 h / -78 °C

5.1: SO₂; Me₃SiN(SO₂CF₃)2 / toluene / 24 h / -78 °C

5.2: 62 percent / Et₃N; trimethylsilyl triflate / methanol

With trimethylsilyl trifluoromethanesulfonate; sulfur dioxide; tetrabutyl ammonium fluoride; lithium; triethylamine; trimethylsilyl bis(trifluoromethanesulfonyl)imide; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/ol0498646