methyl-5-acetoxy-6-[3-(3-hydroxy-1E,5Z-undecadienyl)phenyl]hexanoate

Base Information

Chemical Name:methyl-5-acetoxy-6-[3-(3-hydroxy-1E,5Z-undecadienyl)phenyl]hexanoate
CAS No.:197726-11-7
Molecular Formula:C₂₆H₃₈O₅
Molecular Weight:430.585
Hs Code.:

Synonyms:methyl-5-acetoxy-6-[3-(3-hydroxy-1E,5Z-undecadienyl)phenyl]hexanoate

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Chemical Property of methyl-5-acetoxy-6-[3-(3-hydroxy-1E,5Z-undecadienyl)phenyl]hexanoate

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Technology Process of methyl-5-acetoxy-6-[3-(3-hydroxy-1E,5Z-undecadienyl)phenyl]hexanoate

There total 13 articles about methyl-5-acetoxy-6-[3-(3-hydroxy-1E,5Z-undecadienyl)phenyl]hexanoate 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: 95.0%

: 197726-10-6
methyl-5-acetoxy-6-[3-(3-hydroxyundec-1E-en-5-ynyl)phenyl]hexanoate

: 197726-11-7
methyl-5-acetoxy-6-[3-(3-hydroxy-1E,5Z-undecadienyl)phenyl]hexanoate

Guidance literature:: With quinoline; hydrogen; Pd(2.7 percent Pb)-CaCO₃; In ethanol; at 25 ℃; for 0.5h;
DOI:10.1016/S0968-0896(97)00090-4

Reference yield:

: 81805-53-0
3-(tert-Butyldimethylsiloxymethyl)benzyl Alcohol

: 197726-11-7
methyl-5-acetoxy-6-[3-(3-hydroxy-1E,5Z-undecadienyl)phenyl]hexanoate

Guidance literature:: Multi-step reaction with 17 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -70 deg C, 30 min, 2.) CH₂Cl₂, 0 deg C, 5 min

2: 1.) NaH / 1.) THF, 25 deg C, 30 min, 2.) THF, 25 deg C, 1 h

3: 1.) diisobutylaluminium hydride, 2.) MeOH, 3.) H₂O

4: 100 percent / DL-camphorsulfonic acid / CH₂Cl₂ / 1 h / 25 °C

5: 90 percent / aq. NaOH / ethanol / 2 h / Heating

6: 96 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

7: 55 percent / dimethylsulfoxide / 1 h / 60 °C

8: aq. NaOH / ethanol / 10 h / Heating

9: diethyl ether; ethyl acetate

10: 1.) n-BuLi, diisopropylamine / 1.) THF, -70 deg C, 1 h, 2.) THF, -70 deg C, 1 h

11: 90 percent / aq. hexamethylphosphoramide / 0.25 h / 190 °C

12: 100 percent / NaBH₄ / methanol / 0.25 h / 0 °C

13: 100 percent / pyridine / 1 h / 50 °C

14: 1.11 g / aq. AcOH / tetrahydrofuran / 1.5 h / 70 °C

15: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -70 deg C, 30 min, 2.) CH₂Cl₂, 0 deg C, 5 min

16: 1.) t-BuLi, 2.) triisopropylborate

17: 95 percent / H₂, quinoline / 5percent Pd(2.7percent Pb)-CaCO₃ / ethanol / 0.5 h / 25 °C

With pyridine; quinoline; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; Triisopropyl borate; camphor-10-sulfonic acid; water; hydrogen; tert.-butyl lithium; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; diisopropylamine; Pd(2.7 percent Pb)-CaCO₃; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate;
DOI:10.1016/S0968-0896(97)00090-4

Reference yield:

: 81168-11-8
3-(((tert-butyldimethylsilyl)oxy)methyl)benzaldehyde

: 197726-11-7
methyl-5-acetoxy-6-[3-(3-hydroxy-1E,5Z-undecadienyl)phenyl]hexanoate

Guidance literature:: Multi-step reaction with 16 steps

1: 1.) NaH / 1.) THF, 25 deg C, 30 min, 2.) THF, 25 deg C, 1 h

2: 1.) diisobutylaluminium hydride, 2.) MeOH, 3.) H₂O

3: 100 percent / DL-camphorsulfonic acid / CH₂Cl₂ / 1 h / 25 °C

4: 90 percent / aq. NaOH / ethanol / 2 h / Heating

5: 96 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

6: 55 percent / dimethylsulfoxide / 1 h / 60 °C

7: aq. NaOH / ethanol / 10 h / Heating

8: diethyl ether; ethyl acetate

9: 1.) n-BuLi, diisopropylamine / 1.) THF, -70 deg C, 1 h, 2.) THF, -70 deg C, 1 h

10: 90 percent / aq. hexamethylphosphoramide / 0.25 h / 190 °C

11: 100 percent / NaBH₄ / methanol / 0.25 h / 0 °C

12: 100 percent / pyridine / 1 h / 50 °C

13: 1.11 g / aq. AcOH / tetrahydrofuran / 1.5 h / 70 °C

14: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -70 deg C, 30 min, 2.) CH₂Cl₂, 0 deg C, 5 min

15: 1.) t-BuLi, 2.) triisopropylborate

16: 95 percent / H₂, quinoline / 5percent Pd(2.7percent Pb)-CaCO₃ / ethanol / 0.5 h / 25 °C

With pyridine; quinoline; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; Triisopropyl borate; camphor-10-sulfonic acid; water; hydrogen; tert.-butyl lithium; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; diisopropylamine; Pd(2.7 percent Pb)-CaCO₃; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate;
DOI:10.1016/S0968-0896(97)00090-4