2-Octen-7-yn-1-ol, 6-[(4-methoxyphenyl)methoxy]-5-methyl-, (2E,5R,6R)-

Base Information

Chemical Name:2-Octen-7-yn-1-ol, 6-[(4-methoxyphenyl)methoxy]-5-methyl-, (2E,5R,6R)-
CAS No.:397886-47-4
Molecular Formula:C17H22O3
Molecular Weight:274.36
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-Octen-7-yn-1-ol, 6-[(4-methoxyphenyl)methoxy]-5-methyl-, (2E,5R,6R)-

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Technology Process of 2-Octen-7-yn-1-ol, 6-[(4-methoxyphenyl)methoxy]-5-methyl-, (2E,5R,6R)-

There total 10 articles about 2-Octen-7-yn-1-ol, 6-[(4-methoxyphenyl)methoxy]-5-methyl-, (2E,5R,6R)- 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: 90.0%

: 397886-61-2
Acetic acid (E)-(5R,6R)-8,8-dibromo-6-(4-methoxy-benzyloxy)-5-methyl-octa-2,7-dienyl ester

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

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;
DOI:10.1021/ol0102592

Reference yield:

: 110171-24-9
(R)-(+)-5-(tert-butyldiphenylsilanyloxymethyl)furan-2(5H)-one

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

Guidance literature:: Multi-step reaction with 10 steps

1.1: CuI / diethyl ether / 0.5 h / -20 °C

1.2: 89 percent / diethyl ether / 0.58 h / -30 °C

2.1: (i-Bu)2AlH / CH₂Cl₂; hexane / 1 h / -78 °C

3.1: 115 mg / benzene / 3 h / 100 °C

4.1: camphorsulfonic acid / CH₂Cl₂ / 0 - 20 °C

5.1: 386 mg / (i-Bu)2AlH / CH₂Cl₂; hexane / 2 h / -78 °C

6.1: 97 percent / DMAP; pyridine / CH₂Cl₂ / 1 h / 20 °C

7.1: 100 percent / (n-Bu)4NF / tetrahydrofuran / 4 h / 0 °C

8.1: 90 percent / iodoxybenzoic acid / tetrahydrofuran; dimethylsulfoxide / 4 h / 20 °C

9.1: Ph₃P / CH₂Cl₂ / 0.17 h / 0 °C

9.2: 98 percent / CH₂Cl₂ / 2 h / -78 °C

10.1: 90 percent / n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

With pyridine; dmap; copper(l) iodide; n-butyllithium; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; benzene; 3.1: Wadsworth-Emmons reaction;
DOI:10.1021/ol0102592

Reference yield:

: (4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-tetrahydro-furan-2-ol

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

Guidance literature:: Multi-step reaction with 8 steps

1.1: 115 mg / benzene / 3 h / 100 °C

2.1: camphorsulfonic acid / CH₂Cl₂ / 0 - 20 °C

3.1: 386 mg / (i-Bu)2AlH / CH₂Cl₂; hexane / 2 h / -78 °C

4.1: 97 percent / DMAP; pyridine / CH₂Cl₂ / 1 h / 20 °C

5.1: 100 percent / (n-Bu)4NF / tetrahydrofuran / 4 h / 0 °C

6.1: 90 percent / iodoxybenzoic acid / tetrahydrofuran; dimethylsulfoxide / 4 h / 20 °C

7.1: Ph₃P / CH₂Cl₂ / 0.17 h / 0 °C

7.2: 98 percent / CH₂Cl₂ / 2 h / -78 °C

8.1: 90 percent / n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

With pyridine; dmap; n-butyllithium; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; benzene; 1.1: Wadsworth-Emmons reaction;
DOI:10.1021/ol0102592