(4R,6S,8S)-6-methoxy-8-methyldec-9-en-4-yl (3R,5R)-3-(4-methoxybenzyloxy)-5-(methoxym-ethoxy)oct-7-enoate

Base Information

Chemical Name:(4R,6S,8S)-6-methoxy-8-methyldec-9-en-4-yl (3R,5R)-3-(4-methoxybenzyloxy)-5-(methoxym-ethoxy)oct-7-enoate
CAS No.:1374036-42-6
Molecular Formula:C₃₀H₄₈O₇
Molecular Weight:520.707
Hs Code.:

Synonyms:(4R,6S,8S)-6-methoxy-8-methyldec-9-en-4-yl (3R,5R)-3-(4-methoxybenzyloxy)-5-(methoxym-ethoxy)oct-7-enoate

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Chemical Property of (4R,6S,8S)-6-methoxy-8-methyldec-9-en-4-yl (3R,5R)-3-(4-methoxybenzyloxy)-5-(methoxym-ethoxy)oct-7-enoate

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Technology Process of (4R,6S,8S)-6-methoxy-8-methyldec-9-en-4-yl (3R,5R)-3-(4-methoxybenzyloxy)-5-(methoxym-ethoxy)oct-7-enoate

There total 29 articles about (4R,6S,8S)-6-methoxy-8-methyldec-9-en-4-yl (3R,5R)-3-(4-methoxybenzyloxy)-5-(methoxym-ethoxy)oct-7-enoate 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: 67.0%

: 1374036-43-7
(4S,6S,8S)-6-methoxy-8-methyldec-9-en-4-ol

: 1374036-44-8
(3R,5R)-3-(4-methoxybenzyloxy)-5-(methoxymethoxy)oct-7-enoic acid

: 1374036-42-6
(4R,6S,8S)-6-methoxy-8-methyldec-9-en-4-yl (3R,5R)-3-(4-methoxybenzyloxy)-5-(methoxym-ethoxy)oct-7-enoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 12h;
DOI:10.1039/c2ob25151e

Reference yield:

: 1258861-73-2
1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-pentanone

: 1374036-42-6
(4R,6S,8S)-6-methoxy-8-methyldec-9-en-4-yl (3R,5R)-3-(4-methoxybenzyloxy)-5-(methoxym-ethoxy)oct-7-enoate

Guidance literature:: Multi-step reaction with 15 steps

1.1: lithium iodide / diethyl ether / 0.08 h / -40 °C

1.2: 0.5 h / -78 °C

2.1: 1H-imidazole / dichloromethane / 1 h / 0 - 20 °C

3.1: copper(II) choride dihydrate / acetonitrile / 0.5 h / 0 - 20 °C

4.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 1 h

5.1: dmap; triethylamine / dichloromethane / 12 h / 0 - 20 °C

6.1: potassium carbonate / methanol / 0.5 h / 0 - 20 °C

7.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

7.2: 2 h / -78 °C

8.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

8.2: 4 h

9.1: pyridinium p-toluenesulfonate / methanol / 2 h / 0 - 20 °C

10.1: sodium bis(2-methoxyethoxy)aluminium dihydride / diethyl ether; toluene / 2 h / 0 °C

11.1: Cumene hydroperoxide; titanium(IV)isopropoxide; D-(-)-diisopropyl tartrate / dichloromethane / 5.3 h / -20 °C / Molecular sieve

12.1: hexane; toluene / 0.17 h / 0 - 20 °C

13.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 0.5 h / 0 - 20 °C

14.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C

15.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 0 - 20 °C

With 1H-imidazole; dmap; n-butyllithium; copper(II) choride dihydrate; Cumene hydroperoxide; tetrabutyl ammonium fluoride; iodine; titanium(IV)isopropoxide; pyridinium p-toluenesulfonate; sodium hydride; di(n-butyl)tin oxide; potassium carbonate; D-(-)-diisopropyl tartrate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium iodide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1039/c2ob25151e

Reference yield:

: 1191426-29-5
((2R,3R)-3-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)oxiran-2-yl)methanol

: 1374036-42-6
(4R,6S,8S)-6-methoxy-8-methyldec-9-en-4-yl (3R,5R)-3-(4-methoxybenzyloxy)-5-(methoxym-ethoxy)oct-7-enoate

Guidance literature:: Multi-step reaction with 12 steps

1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 4 h / 0 °C

1.2: 0 - 20 °C

2.1: toluene-4-sulfonic acid / dichloromethane / 3 h / 0 - 20 °C

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / 0 - 20 °C

4.1: 1H-imidazole / dichloromethane / 5 h / 0 - 20 °C

5.1: copper(II) choride dihydrate / acetonitrile / 0.5 h / 0 - 20 °C

6.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 1 h / 0 - 20 °C

7.1: potassium carbonate / methanol / 0.5 h / 0 - 20 °C

8.1: copper(l) iodide / tetrahydrofuran / 0.25 h / -20 °C

8.2: 0.5 h / -40 °C

9.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 6 h / 0 - 20 °C

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C

11.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 1.5 h / 20 °C

12.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 0 - 20 °C

With 1H-imidazole; dmap; copper(l) iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(II) choride dihydrate; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; di(n-butyl)tin oxide; potassium carbonate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1039/c2ob25151e