Acetic acid (R)-1-{(2R,5R)-5-[(R)-1-acetoxy-6-(4-butyl-phenoxy)-hexyl]-tetrahydro-furan-2-yl}-6-(4-butyl-phenoxy)-hexyl ester

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Chemical Name:Acetic acid (R)-1-{(2R,5R)-5-[(R)-1-acetoxy-6-(4-butyl-phenoxy)-hexyl]-tetrahydro-furan-2-yl}-6-(4-butyl-phenoxy)-hexyl ester
CAS No.:954371-47-2
Molecular Formula:C₄₀H₆₀O₇
Molecular Weight:652.912
Hs Code.:

Synonyms:Acetic acid (R)-1-{(2R,5R)-5-[(R)-1-acetoxy-6-(4-butyl-phenoxy)-hexyl]-tetrahydro-furan-2-yl}-6-(4-butyl-phenoxy)-hexyl ester

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Chemical Property of Acetic acid (R)-1-{(2R,5R)-5-[(R)-1-acetoxy-6-(4-butyl-phenoxy)-hexyl]-tetrahydro-furan-2-yl}-6-(4-butyl-phenoxy)-hexyl ester

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Technology Process of Acetic acid (R)-1-{(2R,5R)-5-[(R)-1-acetoxy-6-(4-butyl-phenoxy)-hexyl]-tetrahydro-furan-2-yl}-6-(4-butyl-phenoxy)-hexyl ester

There total 16 articles about Acetic acid (R)-1-{(2R,5R)-5-[(R)-1-acetoxy-6-(4-butyl-phenoxy)-hexyl]-tetrahydro-furan-2-yl}-6-(4-butyl-phenoxy)-hexyl 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: 56.0%

: (R)-6-(4-Butyl-phenoxy)-1-{(2R,5R)-5-[6-(4-butyl-phenoxy)-1-hydroxy-hexyl]-tetrahydro-furan-2-yl}-hexan-1-ol

: 75-36-5
acetyl chloride

: 954371-78-9
Acetic acid (S)-1-{(2R,5R)-5-[(R)-1-acetoxy-6-(4-butyl-phenoxy)-hexyl]-tetrahydro-furan-2-yl}-6-(4-butyl-phenoxy)-hexyl ester

: 954371-47-2
Acetic acid (R)-1-{(2R,5R)-5-[(R)-1-acetoxy-6-(4-butyl-phenoxy)-hexyl]-tetrahydro-furan-2-yl}-6-(4-butyl-phenoxy)-hexyl ester

Guidance literature:: With dmap; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1016/j.tet.2006.11.057

Reference yield:

: 926030-10-6
5-(4-butylphenyloxy)-1-pentyne

: 954371-47-2
Acetic acid (R)-1-{(2R,5R)-5-[(R)-1-acetoxy-6-(4-butyl-phenoxy)-hexyl]-tetrahydro-furan-2-yl}-6-(4-butyl-phenoxy)-hexyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 74 percent / anhydrous cerium(III) chloride / tetrahydrofuran; hexane / 3 h / -78 - -23 °C

2.1: 91 percent / hydrogen / palladium on carbon / ethanol / 12 h / 20 °C

3.1: 57 percent / TBAF / dimethylformamide; tetrahydrofuran / 6 h / 90 °C

4.1: 37 percent / DMAP / CH₂Cl₂ / 2 h / 0 - 20 °C

With dmap; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.11.057

Reference yield:

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

: 954371-47-2
Acetic acid (R)-1-{(2R,5R)-5-[(R)-1-acetoxy-6-(4-butyl-phenoxy)-hexyl]-tetrahydro-furan-2-yl}-6-(4-butyl-phenoxy)-hexyl ester

Guidance literature:: Multi-step reaction with 9 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: 81 percent / SnCl₄; molecular sieves 4 Angstroem / CH₂Cl₂ / 20 h / -45 °C

4.1: 92 percent / hydrogen / Pd(OH)2 on carbon / tetrahydrofuran / 2 h / 20 °C

5.1: 88 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1 h / -78 - 0 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

6.2: 74 percent / anhydrous cerium(III) chloride / tetrahydrofuran; hexane / 3 h / -78 - -23 °C

7.1: 91 percent / hydrogen / palladium on carbon / ethanol / 12 h / 20 °C

8.1: 57 percent / TBAF / dimethylformamide; tetrahydrofuran / 6 h / 90 °C

9.1: 37 percent / DMAP / CH₂Cl₂ / 2 h / 0 - 20 °C

With 1H-imidazole; dmap; n-butyllithium; oxalyl dichloride; 4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; tin(IV) chloride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; palladium hydroxide - carbon; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; 5.1: Swern oxidation;
DOI:10.1016/j.tet.2006.11.057