(1S)-1-[(3R,5RS)-3,5-dimethyl-5-(10-phenyldecyl)-1,2-dioxolan-3-yl]prop-2-en-1-ol

Base Information

Chemical Name:(1S)-1-[(3R,5RS)-3,5-dimethyl-5-(10-phenyldecyl)-1,2-dioxolan-3-yl]prop-2-en-1-ol
CAS No.:1341216-72-5
Molecular Formula:C₂₄H₃₈O₃
Molecular Weight:374.564
Hs Code.:

Synonyms:(1S)-1-[(3R,5RS)-3,5-dimethyl-5-(10-phenyldecyl)-1,2-dioxolan-3-yl]prop-2-en-1-ol

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Chemical Property of (1S)-1-[(3R,5RS)-3,5-dimethyl-5-(10-phenyldecyl)-1,2-dioxolan-3-yl]prop-2-en-1-ol

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Technology Process of (1S)-1-[(3R,5RS)-3,5-dimethyl-5-(10-phenyldecyl)-1,2-dioxolan-3-yl]prop-2-en-1-ol

There total 14 articles about (1S)-1-[(3R,5RS)-3,5-dimethyl-5-(10-phenyldecyl)-1,2-dioxolan-3-yl]prop-2-en-1-ol 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: 51.0%

: 1341216-71-4
triethyl((2-methyl-1-((2R,3S)-2-methyl-3-vinyloxiran-2-yl)-12-phenyldodecan-2-yl)peroxy)silane

: 1341216-72-5
(1S)-1-[(3R,5RS)-3,5-dimethyl-5-(10-phenyldecyl)-1,2-dioxolan-3-yl]prop-2-en-1-ol

Guidance literature:: With Amberlyst-15; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2012.10.022

Reference yield:

: 1341216-64-5
(2R)-2-(10-phenyldecyl)oxirane

: 1341216-72-5
(1S)-1-[(3R,5RS)-3,5-dimethyl-5-(10-phenyldecyl)-1,2-dioxolan-3-yl]prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: n-butyllithium / tetrahydrofuran / 0.33 h / -90 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 4 h / 20 °C / Inert atmosphere

3.1: dihydrogen peroxide; sodium hydroxide / methanol; water / 0 - 20 °C / Inert atmosphere

4.1: sodium hydroxide / methanol; water / 2 h / 20 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

4.3: pH 3 - 4 / Inert atmosphere

5.1: diethyl ether; ethyl acetate / 0.17 h / 20 °C / Inert atmosphere

6.1: titanium(IV) dichlorodiisopropylate / tetrahydrofuran / 0 - 15 °C / Inert atmosphere

7.1: diisobutylaluminium hydride / hexane; toluene / -90 - -78 °C / Inert atmosphere

8.1: n-butyllithium / tetrahydrofuran / -78 - 0 °C / Inert atmosphere

8.2: Inert atmosphere

9.1: Co(II) bis(2,2,6,6-tetramethylheptane-3,5-dienoate); oxygen / 1,2-dichloro-ethane / 20 °C / 760.05 Torr

10.1: amberlyst-15 / dichloromethane / 2 h / 20 °C / Inert atmosphere

With n-butyllithium; titanium(IV) dichlorodiisopropylate; Co(II) bis(2,2,6,6-tetramethylheptane-3,5-dienoate); dihydrogen peroxide; oxygen; diisobutylaluminium hydride; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; toluene;
DOI:10.1055/s-0030-1260959

Reference yield:

: 1341216-63-4
(R)-4-methyl-6-(10-phenyldecyl)-5,6-dihydro-2H-pyran-2-one

: 1341216-72-5
(1S)-1-[(3R,5RS)-3,5-dimethyl-5-(10-phenyldecyl)-1,2-dioxolan-3-yl]prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: dihydrogen peroxide; sodium hydroxide / methanol; water / 0 - 20 °C / Inert atmosphere

2.1: sodium hydroxide / methanol; water / 2 h / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

2.3: pH 3 - 4 / Inert atmosphere

3.1: diethyl ether; ethyl acetate / 0.17 h / 20 °C / Inert atmosphere

4.1: titanium(IV) dichlorodiisopropylate / tetrahydrofuran / 0 - 15 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / hexane; toluene / -90 - -78 °C / Inert atmosphere

6.1: n-butyllithium / tetrahydrofuran / -78 - 0 °C / Inert atmosphere

6.2: Inert atmosphere

7.1: Co(II) bis(2,2,6,6-tetramethylheptane-3,5-dienoate); oxygen / 1,2-dichloro-ethane / 20 °C / 760.05 Torr

8.1: amberlyst-15 / dichloromethane / 2 h / 20 °C / Inert atmosphere

With n-butyllithium; titanium(IV) dichlorodiisopropylate; Co(II) bis(2,2,6,6-tetramethylheptane-3,5-dienoate); dihydrogen peroxide; oxygen; diisobutylaluminium hydride; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; toluene;
DOI:10.1055/s-0030-1260959