(S)-3-(3,4-dimethoxybenzyloxy)-2-[(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylenenonadeca-2,6,13,17-tertaen-1-yloxy]-1-propanol

Base Information

Chemical Name:(S)-3-(3,4-dimethoxybenzyloxy)-2-[(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylenenonadeca-2,6,13,17-tertaen-1-yloxy]-1-propanol
CAS No.:916045-29-9
Molecular Formula:C₃₇H₅₈O₅
Molecular Weight:582.865
Hs Code.:

Synonyms:(S)-3-(3,4-dimethoxybenzyloxy)-2-[(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylenenonadeca-2,6,13,17-tertaen-1-yloxy]-1-propanol

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Chemical Property of (S)-3-(3,4-dimethoxybenzyloxy)-2-[(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylenenonadeca-2,6,13,17-tertaen-1-yloxy]-1-propanol

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Technology Process of (S)-3-(3,4-dimethoxybenzyloxy)-2-[(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylenenonadeca-2,6,13,17-tertaen-1-yloxy]-1-propanol

There total 4 articles about (S)-3-(3,4-dimethoxybenzyloxy)-2-[(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylenenonadeca-2,6,13,17-tertaen-1-yloxy]-1-propanol 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: 97.0%

: 916045-28-8
(R)-3-(3,4-dimethoxybenzyloxy)-1-triisopropylsilyloxy-2-[(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylenenonadeca-2,6,13,17-tertaen-1-yloxy]propane

: 916045-29-9
(S)-3-(3,4-dimethoxybenzyloxy)-2-[(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylenenonadeca-2,6,13,17-tertaen-1-yloxy]-1-propanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/ja065905c

Reference yield:

: 916045-27-7
(R)-3-(3,4-dimethoxybenzyloxy)-1-triisopropylsilyloxy-2-propanol

: 916045-29-9
(S)-3-(3,4-dimethoxybenzyloxy)-2-[(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylenenonadeca-2,6,13,17-tertaen-1-yloxy]-1-propanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; dimethylformamide / 0.5 h / 0 °C

1.2: 66 percent / tetrahydrofuran; dimethylformamide / 12 h / 20 °C

2.1: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja065905c

Reference yield:

: 916045-41-5
1-bromo-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraene

: 916045-29-9
(S)-3-(3,4-dimethoxybenzyloxy)-2-[(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylenenonadeca-2,6,13,17-tertaen-1-yloxy]-1-propanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; dimethylformamide / 0.5 h / 0 °C

1.2: 66 percent / tetrahydrofuran; dimethylformamide / 12 h / 20 °C

2.1: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja065905c