6-Nonenenitrile, 4-methyl-8-oxo-3-(phenylmethoxy)-5-[(phenylmethoxy)methoxy]-, (3R,4S,5S,6E)-

Base Information

Chemical Name:6-Nonenenitrile, 4-methyl-8-oxo-3-(phenylmethoxy)-5-[(phenylmethoxy)methoxy]-, (3R,4S,5S,6E)-
CAS No.:220754-00-7
Molecular Formula:C25H29NO4
Molecular Weight:407.51
Hs Code.:

Synonyms:

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Chemical Property of 6-Nonenenitrile, 4-methyl-8-oxo-3-(phenylmethoxy)-5-[(phenylmethoxy)methoxy]-, (3R,4S,5S,6E)-

Chemical Property:

Purity/Quality:

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Technology Process of 6-Nonenenitrile, 4-methyl-8-oxo-3-(phenylmethoxy)-5-[(phenylmethoxy)methoxy]-, (3R,4S,5S,6E)-

There total 6 articles about 6-Nonenenitrile, 4-methyl-8-oxo-3-(phenylmethoxy)-5-[(phenylmethoxy)methoxy]-, (3R,4S,5S,6E)- 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: 76.0%

: 3587-60-8
Benzyloxymethyl chloride

: 220753-99-1
(3R,4S)-3-benzyloxy-5-hydroxy-4-methyl-8-oxo-non-6-enenitrile

: 220754-00-7
(3R,4S,5S)-3-benzyloxy-5-benzyloxymethoxy-4-methyl-8-oxo-non-6-enenitrile

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 6h; Heating;
DOI:10.1016/j.tet.2003.10.071

Reference yield:

: 534-22-5
2-methylfuran

: 220754-00-7
(3R,4S,5S)-3-benzyloxy-5-benzyloxymethoxy-4-methyl-8-oxo-non-6-enenitrile

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium / diethyl ether; hexane / 4 h / -78 - 20 °C

1.2: diethylaluminum chloride / diethyl ether; hexane; toluene / 0.5 h / 0 °C

1.3: diethyl ether; hexane; toluene / 16 h / 20 °C

2.1: 70 percent / sodium hydride; N-tosylimidazole / tetrahydrofuran / 1.5 h / 0 - 20 °C

3.1: 96 percent / methanol / 3 h / 80 °C

4.1: 90 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 5 h / 20 °C

5.1: 85 percent / Br₂ / acetonitrile; H₂O / -10 - 20 °C

6.1: 84 percent / camphorsulfonic acid monohydrate / methanol / 3 h / 20 °C

7.1: potassium tri-sec-butylborohydride / tetrahydrofuran / 0.5 h / -100 °C

7.2: 78 percent / camphorsulfonic acid monohydrate / acetone / 0.5 h / 20 °C

8.1: 76 percent / N-ethyldiisopropylamine / CH₂Cl₂ / 6 h / Heating

With n-butyllithium; camphor-10-sulfonic acid; bromine; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium tri-sec-butyl-borohydride; N-ethyl-N,N-diisopropylamine; N-tosylimidazole; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tet.2003.10.071

Reference yield:

: 220753-95-7
(3R,4S)-3-benzyloxy-4-(5-methylfuran-2-yl)-pentanenitrile

: 220754-00-7
(3R,4S,5S)-3-benzyloxy-5-benzyloxymethoxy-4-methyl-8-oxo-non-6-enenitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / Br₂ / acetonitrile; H₂O / -10 - 20 °C

2.1: 84 percent / camphorsulfonic acid monohydrate / methanol / 3 h / 20 °C

3.1: potassium tri-sec-butylborohydride / tetrahydrofuran / 0.5 h / -100 °C

3.2: 78 percent / camphorsulfonic acid monohydrate / acetone / 0.5 h / 20 °C

4.1: 76 percent / N-ethyldiisopropylamine / CH₂Cl₂ / 6 h / Heating

With camphor-10-sulfonic acid; bromine; potassium tri-sec-butyl-borohydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tet.2003.10.071