Propanoic acid, 2,2-dimethyl-, 2-[(2S,4R,6S)-6-[(2E,6R,7R,9E)-11-hydroxy-6-[(4-methoxyphenyl)meth oxy]-7-methyl-2,9-undecadien-4-ynyl]-2-(4-methoxyphenyl)-1,3-dioxan-4 -yl]ethyl ester

Base Information

Chemical Name:Propanoic acid, 2,2-dimethyl-, 2-[(2S,4R,6S)-6-[(2E,6R,7R,9E)-11-hydroxy-6-[(4-methoxyphenyl)meth oxy]-7-methyl-2,9-undecadien-4-ynyl]-2-(4-methoxyphenyl)-1,3-dioxan-4 -yl]ethyl ester
CAS No.:397886-62-3
Molecular Formula:C38H50O8
Molecular Weight:634.81
Hs Code.:

Propanoic acid, 2,2-dimethyl-,
2-[(2S,4R,6S)-6-[(2E,6R,7R,9E)-11-hydroxy-6-[(4-methoxyphenyl)meth
oxy]-7-methyl-2,9-undecadien-4-ynyl]-2-(4-methoxyphenyl)-1,3-dioxan-4
-yl]ethyl ester

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Chemical Property of Propanoic acid, 2,2-dimethyl-, 2-[(2S,4R,6S)-6-[(2E,6R,7R,9E)-11-hydroxy-6-[(4-methoxyphenyl)meth oxy]-7-methyl-2,9-undecadien-4-ynyl]-2-(4-methoxyphenyl)-1,3-dioxan-4 -yl]ethyl ester

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Technology Process of Propanoic acid, 2,2-dimethyl-, 2-[(2S,4R,6S)-6-[(2E,6R,7R,9E)-11-hydroxy-6-[(4-methoxyphenyl)meth oxy]-7-methyl-2,9-undecadien-4-ynyl]-2-(4-methoxyphenyl)-1,3-dioxan-4 -yl]ethyl ester

There total 26 articles about Propanoic acid, 2,2-dimethyl-, 2-[(2S,4R,6S)-6-[(2E,6R,7R,9E)-11-hydroxy-6-[(4-methoxyphenyl)meth oxy]-7-methyl-2,9-undecadien-4-ynyl]-2-(4-methoxyphenyl)-1,3-dioxan-4 -yl]ethyl ester 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: 82.0%

: 397886-47-4
(E)-(5R,6R)-6-(4-Methoxy-benzyloxy)-5-methyl-oct-2-en-7-yn-1-ol

: 397886-46-3
2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-6-((E)-3-iodo-allyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-ethyl ester

: 397886-62-3
2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-6-[(2E,9E)-(6R,7R)-11-hydroxy-6-(4-methoxy-benzyloxy)-7-methyl-undeca-2,9-dien-4-ynyl]-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-ethyl ester

Guidance literature:: With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 20 ℃; for 4h;
DOI:10.1021/jo049084a

Reference yield:

: 87318-96-5
(4S)-4-((2R)-2-hydroxypent-4-enyl)-2,2-dimethyl-1,3-dioxolane

: 397886-62-3
2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-6-[(2E,9E)-(6R,7R)-11-hydroxy-6-(4-methoxy-benzyloxy)-7-methyl-undeca-2,9-dien-4-ynyl]-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 - 20 °C

1.2: 100 percent / dimethylformamide / 20 °C

2.1: 92 percent / acetic acid; water / tetrahydrofuran / 8 h / 50 - 60 °C

3.1: 91 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

4.1: 97 percent / DMAP; pyridine / CH₂Cl₂ / 0 - 20 °C

5.1: 89 percent / K₂CO₃ / methanol / 20 °C

6.1: ozone / ethyl acetate / 0.12 h / -78 °C

7.1: NaBH₄ / methanol / 0.5 h / 0 °C

8.1: 980 mg / pyridine / CH₂Cl₂ / 5 h / 20 °C

9.1: BF₃*Et₂O / tetrahydrofuran / 1 h / -78 °C

10.1: (n-Bu)4NF / tetrahydrofuran / 1 h / 0 °C

11.1: 85 percent / DDQ; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

12.1: (n-Bu)3SnH; AIBN / benzene / 2 h / Heating

12.2: iodinme / CH₂Cl₂ / 0.17 h / 0 °C

13.1: 82 percent / triethylamine / Pd(PPh₃)2Cl₂; CuI / 4 h / 20 °C

With pyridine; dmap; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; water; tri-n-butyl-tin hydride; sodium hydride; potassium carbonate; ozone; acetic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene; 13.1: Sonogashira coupling;
DOI:10.1021/jo049084a

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 397886-62-3
2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-6-[(2E,9E)-(6R,7R)-11-hydroxy-6-(4-methoxy-benzyloxy)-7-methyl-undeca-2,9-dien-4-ynyl]-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 - 20 °C

1.2: 100 percent / dimethylformamide / 20 °C

2.1: 92 percent / acetic acid; water / tetrahydrofuran / 8 h / 50 - 60 °C

3.1: 91 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

4.1: 97 percent / DMAP; pyridine / CH₂Cl₂ / 0 - 20 °C

5.1: 89 percent / K₂CO₃ / methanol / 20 °C

6.1: ozone / ethyl acetate / 0.12 h / -78 °C

7.1: NaBH₄ / methanol / 0.5 h / 0 °C

8.1: 980 mg / pyridine / CH₂Cl₂ / 5 h / 20 °C

9.1: BF₃*Et₂O / tetrahydrofuran / 1 h / -78 °C

10.1: (n-Bu)4NF / tetrahydrofuran / 1 h / 0 °C

11.1: 85 percent / DDQ; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

12.1: (n-Bu)3SnH; AIBN / benzene / 2 h / Heating

12.2: iodinme / CH₂Cl₂ / 0.17 h / 0 °C

13.1: 82 percent / triethylamine / Pd(PPh₃)2Cl₂; CuI / 4 h / 20 °C

With pyridine; dmap; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; water; tri-n-butyl-tin hydride; sodium hydride; potassium carbonate; ozone; acetic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene; 13.1: Sonogashira coupling;
DOI:10.1021/jo049084a