Pentanoic acid, 5-[(4-methoxyphenyl)methoxy]-, (3Z,5R,6Z)-5-methyl-3,6-dodecadienyl ester

Base Information

Chemical Name:Pentanoic acid, 5-[(4-methoxyphenyl)methoxy]-, (3Z,5R,6Z)-5-methyl-3,6-dodecadienyl ester
CAS No.:443285-17-4
Molecular Formula:C26H40O4
Molecular Weight:416.601
Hs Code.:

Synonyms:

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Chemical Property of Pentanoic acid, 5-[(4-methoxyphenyl)methoxy]-, (3Z,5R,6Z)-5-methyl-3,6-dodecadienyl ester

Chemical Property:

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Technology Process of Pentanoic acid, 5-[(4-methoxyphenyl)methoxy]-, (3Z,5R,6Z)-5-methyl-3,6-dodecadienyl ester

There total 6 articles about Pentanoic acid, 5-[(4-methoxyphenyl)methoxy]-, (3Z,5R,6Z)-5-methyl-3,6-dodecadienyl 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: 60.0%

: 343217-75-4
5-(4-methoxy-benzyloxy)-pentanoic acid

: 443285-09-4
(3Z,6Z)-(R)-5-Methyl-dodeca-3,6-dien-1-ol

: 443285-17-4
5-(4-Methoxy-benzyloxy)-pentanoic acid (3Z,6Z)-(R)-5-methyl-dodeca-3,6-dienyl ester

Guidance literature:: 5-(4-methoxy-benzyloxy)-pentanoic acid; With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 0.0833333h;

(3Z,6Z)-(R)-5-Methyl-dodeca-3,6-dien-1-ol; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1016/S0957-4166(02)00009-5

Reference yield:

: 60106-53-8
n-hexyltriphenylphosphonium iodide

: 443285-17-4
5-(4-Methoxy-benzyloxy)-pentanoic acid (3Z,6Z)-(R)-5-methyl-dodeca-3,6-dienyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: KOt-Bu / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / 0 °C

1.2: 60 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 6 h / 20 °C

2.1: 80 percent / DDQ / CH₂Cl₂; H₂O / 1 h / 20 °C

3.1: oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

4.1: KOt-Bu / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / 0 °C

4.2: tetrahydrofuran; hexamethylphosphoric acid triamide / 6 h / 20 °C

5.1: DDQ / CH₂Cl₂; H₂O / 1 h / 20 °C

6.1: DCC; DMAP / CH₂Cl₂ / 0.08 h / 0 °C

6.2: 60 percent / CH₂Cl₂ / 3 h / 20 °C

With dmap; oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; 1.2: cis-Wittig olefination / 3.1: Swern oxidation / 4.2: cis-Wittig olefination;
DOI:10.1016/S0957-4166(02)00009-5

Reference yield:

: 443284-80-8
(Z)-(R)-2-Methyl-non-3-en-1-ol

: 443285-17-4
5-(4-Methoxy-benzyloxy)-pentanoic acid (3Z,6Z)-(R)-5-methyl-dodeca-3,6-dienyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

2.1: KOt-Bu / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / 0 °C

2.2: tetrahydrofuran; hexamethylphosphoric acid triamide / 6 h / 20 °C

3.1: DDQ / CH₂Cl₂; H₂O / 1 h / 20 °C

4.1: DCC; DMAP / CH₂Cl₂ / 0.08 h / 0 °C

4.2: 60 percent / CH₂Cl₂ / 3 h / 20 °C

With dmap; oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; 1.1: Swern oxidation / 2.2: cis-Wittig olefination;
DOI:10.1016/S0957-4166(02)00009-5