1-(4-(benzyloxy)-2-(but-3-en-2-yloxy)-6-(2,2-dimethoxyethyl)phenyl)hex-5-en-1-ol

Base Information

Chemical Name:1-(4-(benzyloxy)-2-(but-3-en-2-yloxy)-6-(2,2-dimethoxyethyl)phenyl)hex-5-en-1-ol
CAS No.:1309953-44-3
Molecular Formula:C₂₇H₃₆O₅
Molecular Weight:440.58
Hs Code.:

Synonyms:1-(4-(benzyloxy)-2-(but-3-en-2-yloxy)-6-(2,2-dimethoxyethyl)phenyl)hex-5-en-1-ol

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Chemical Property of 1-(4-(benzyloxy)-2-(but-3-en-2-yloxy)-6-(2,2-dimethoxyethyl)phenyl)hex-5-en-1-ol

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Technology Process of 1-(4-(benzyloxy)-2-(but-3-en-2-yloxy)-6-(2,2-dimethoxyethyl)phenyl)hex-5-en-1-ol

There total 8 articles about 1-(4-(benzyloxy)-2-(but-3-en-2-yloxy)-6-(2,2-dimethoxyethyl)phenyl)hex-5-en-1-ol 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: 99.0%

: 1309953-40-9
4-benzyloxy-2-(but-3-en-2-yloxy)-6-(2,2-dimethoxyethyl)benzaldehyde

: 1119-51-3
bromopentene

: 1309953-44-3
1-(4-(benzyloxy)-2-(but-3-en-2-yloxy)-6-(2,2-dimethoxyethyl)phenyl)hex-5-en-1-ol

Guidance literature:: bromopentene; With magnesium; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

4-benzyloxy-2-(but-3-en-2-yloxy)-6-(2,2-dimethoxyethyl)benzaldehyde; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;
DOI:10.1021/ol2011117

Reference yield:

: 958747-55-2
methyl 2-(methoxycarbonyl)methyl-4-benzyloxy-6-hydroxybenzoate

: 1309953-44-3
1-(4-(benzyloxy)-2-(but-3-en-2-yloxy)-6-(2,2-dimethoxyethyl)phenyl)hex-5-en-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 5.5 h / 0 - 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / hexane; dichloromethane / 1 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C / Inert atmosphere

3.1: camphor-10-sulfonic acid / methanol / Inert atmosphere

4.1: diisobutylaluminium hydride / hexane; dichloromethane / 1 h / -78 - 0 °C / Inert atmosphere

4.2: 0.5 h / -78 - 20 °C / Inert atmosphere

5.1: tetra-n-propylammonium perruthenate.; 4-methylmorpholine N-oxide / dichloromethane / 1.5 h / 20 °C / Inert atmosphere; Molecular sieve

6.1: magnesium / tetrahydrofuran / 0 °C / Inert atmosphere

6.2: 0.17 h / 0 °C / Inert atmosphere

With tetra-n-propylammonium perruthenate.; di-isopropyl azodicarboxylate; camphor-10-sulfonic acid; diisobutylaluminium hydride; magnesium; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol2011117

Reference yield:

: 1309953-41-0
methyl 2-(methoxycarbonyl)methyl-4-benzyloxy-6-(but-3-en-2-yloxy)benzoate

: 1309953-44-3
1-(4-(benzyloxy)-2-(but-3-en-2-yloxy)-6-(2,2-dimethoxyethyl)phenyl)hex-5-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: diisobutylaluminium hydride / hexane; dichloromethane / 1 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 - 20 °C / Inert atmosphere

2.1: camphor-10-sulfonic acid / methanol / Inert atmosphere

3.1: diisobutylaluminium hydride / hexane; dichloromethane / 1 h / -78 - 0 °C / Inert atmosphere

3.2: 0.5 h / -78 - 20 °C / Inert atmosphere

4.1: tetra-n-propylammonium perruthenate.; 4-methylmorpholine N-oxide / dichloromethane / 1.5 h / 20 °C / Inert atmosphere; Molecular sieve

5.1: magnesium / tetrahydrofuran / 0 °C / Inert atmosphere

5.2: 0.17 h / 0 °C / Inert atmosphere

With tetra-n-propylammonium perruthenate.; camphor-10-sulfonic acid; diisobutylaluminium hydride; magnesium; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol2011117