11-hydroxymethyl-3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester

Base Information

Chemical Name:11-hydroxymethyl-3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester
CAS No.:89503-41-3
Molecular Formula:C₄₂H₆₄O₂
Molecular Weight:600.969
Hs Code.:

Synonyms:11-hydroxymethyl-3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester

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Chemical Property of 11-hydroxymethyl-3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester

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Technology Process of 11-hydroxymethyl-3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester

There total 16 articles about 11-hydroxymethyl-3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl 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: 90.0%

: 89503-39-9
11-formyl-3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester

: 89503-41-3
11-hydroxymethyl-3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester

Guidance literature:: With sodium tetrahydroborate;
DOI:10.1016/S0040-4039(00)94132-7

Reference yield:

: 1113-21-9
(6E,10E)-geranyllinalool

: 89503-41-3
11-hydroxymethyl-3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / PBr₃, pyridine / diethyl ether / -10 °C

2: 80 percent

3: 84.5 percent / n-BuLi / hexane; tetrahydrofuran / 1.5 h / -70 °C

4: 83 percent / Li, NH₃ / diethyl ether / 4 h / -25 °C

5: 86 percent / H₂SO₄ (conc.) / acetone; H₂O / 4 h / Heating

6: 1.41 g / diethyl ether / 1 h / 20 °C

7: 2.5 g / n-BuLi, i-PrNH₂ / hexane; diethyl ether / -70 deg C, 2.5 h -> -35 deg C, 1 h -> 20 deg C, 1 h

8: 90 percent / NaBH₄ / 2 h / 20 °C

With pyridine; sodium tetrahydroborate; n-butyllithium; sulfuric acid; ammonia; phosphorus tribromide; lithium; isopropylamine; In tetrahydrofuran; diethyl ether; hexane; water; acetone;
DOI:10.1007/BF00956241

Reference yield:

: 77850-96-5
(6E,10E)-geranylgeranyl bromide

: 89503-41-3
11-hydroxymethyl-3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent

2: 84.5 percent / n-BuLi / hexane; tetrahydrofuran / 1.5 h / -70 °C

3: 83 percent / Li, NH₃ / diethyl ether / 4 h / -25 °C

4: 86 percent / H₂SO₄ (conc.) / acetone; H₂O / 4 h / Heating

5: 1.41 g / diethyl ether / 1 h / 20 °C

6: 2.5 g / n-BuLi, i-PrNH₂ / hexane; diethyl ether / -70 deg C, 2.5 h -> -35 deg C, 1 h -> 20 deg C, 1 h

7: 90 percent / NaBH₄ / 2 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; sulfuric acid; ammonia; lithium; isopropylamine; In tetrahydrofuran; diethyl ether; hexane; water; acetone;
DOI:10.1007/BF00956241