2-Furancarboxaldehyde, 5-[(1R)-1-(acetyloxy)-6-(4-butylphenoxy)hexyl]tetrahydro-, (2S,5R)-

Base Information

Chemical Name:2-Furancarboxaldehyde, 5-[(1R)-1-(acetyloxy)-6-(4-butylphenoxy)hexyl]tetrahydro-, (2S,5R)-
CAS No.:926030-08-2
Molecular Formula:C₂₃H₃₄O₅
Molecular Weight:390.52
Hs Code.:

Synonyms:

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Chemical Property of 2-Furancarboxaldehyde, 5-[(1R)-1-(acetyloxy)-6-(4-butylphenoxy)hexyl]tetrahydro-, (2S,5R)-

Chemical Property:

Purity/Quality:

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Technology Process of 2-Furancarboxaldehyde, 5-[(1R)-1-(acetyloxy)-6-(4-butylphenoxy)hexyl]tetrahydro-, (2S,5R)-

There total 11 articles about 2-Furancarboxaldehyde, 5-[(1R)-1-(acetyloxy)-6-(4-butylphenoxy)hexyl]tetrahydro-, (2S,5R)- 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:

: 954370-67-3
Acetic acid (R)-6-(4-butyl-phenoxy)-1-((2R,5S)-5-hydroxymethyl-tetrahydro-furan-2-yl)-hexyl ester

: 926030-08-2
(2S,5R)-5-[(1R)-1-acetyloxy-6-(4-butylphenyloxy)hexyl]tetrahydrofuran-2-carbaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 0 ℃; for 1h;
DOI:10.1016/j.tet.2006.11.057

Reference yield:

: 926029-92-7
6-(4-butylphenyloxy)-1-hexanal

: 926030-08-2
(2S,5R)-5-[(1R)-1-acetyloxy-6-(4-butylphenyloxy)hexyl]tetrahydrofuran-2-carbaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1.1: t-BuOK; n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - -45 °C

1.2: 51 percent / (-)-Ipc₂BOMe; BF₃*Et₂O / tetrahydrofuran; hexane / 4 h / -78 °C

2.1: 98 percent / imidazole / dimethylformamide / 48 h / 50 °C

3.1: 56 percent / BF₃*Et₂O; molecular sieves 4 Angstroem / CH₂Cl₂ / 22 h / -78 - -45 °C

4.1: 96 percent / TBAF / dimethylformamide; tetrahydrofuran / 5.5 h / 90 °C

5.1: 92 percent / DMAP / CH₂Cl₂ / 1 h / 0 - 35 °C

6.1: hydrogen / Pd(OH)2 on carbon / tetrahydrofuran / 2 h / 20 °C

7.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1 h / -78 - 0 °C

With 1H-imidazole; dmap; n-butyllithium; oxalyl dichloride; 4 A molecular sieve; boron trifluoride diethyl etherate; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; triethylamine; palladium hydroxide - carbon; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 7.1: Swern oxidation;
DOI:10.1016/j.tet.2006.11.057

Reference yield:

: 117947-71-4
6-(4-butyl-phenoxy)-hexan-1-ol

: 926030-08-2
(2S,5R)-5-[(1R)-1-acetyloxy-6-(4-butylphenyloxy)hexyl]tetrahydrofuran-2-carbaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: 84 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1 h / -78 - 0 °C

2.1: t-BuOK; n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - -45 °C

2.2: 51 percent / (-)-Ipc₂BOMe; BF₃*Et₂O / tetrahydrofuran; hexane / 4 h / -78 °C

3.1: 98 percent / imidazole / dimethylformamide / 48 h / 50 °C

4.1: 56 percent / BF₃*Et₂O; molecular sieves 4 Angstroem / CH₂Cl₂ / 22 h / -78 - -45 °C

5.1: 96 percent / TBAF / dimethylformamide; tetrahydrofuran / 5.5 h / 90 °C

6.1: 92 percent / DMAP / CH₂Cl₂ / 1 h / 0 - 35 °C

7.1: hydrogen / Pd(OH)2 on carbon / tetrahydrofuran / 2 h / 20 °C

8.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1 h / -78 - 0 °C

With 1H-imidazole; dmap; n-butyllithium; oxalyl dichloride; 4 A molecular sieve; boron trifluoride diethyl etherate; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; triethylamine; palladium hydroxide - carbon; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Swern oxidation / 8.1: Swern oxidation;
DOI:10.1016/j.tet.2006.11.057