methyl-12S-(t-butyldiphenylsilyloxy)eicosa-8Z,10E,14Z-trien-5-ynoate

Base Information

Chemical Name:methyl-12S-(t-butyldiphenylsilyloxy)eicosa-8Z,10E,14Z-trien-5-ynoate
CAS No.:131485-77-3
Molecular Formula:C₃₇H₅₀O₃Si
Molecular Weight:570.888
Hs Code.:

Synonyms:methyl-12S-(t-butyldiphenylsilyloxy)eicosa-8Z,10E,14Z-trien-5-ynoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl-12S-(t-butyldiphenylsilyloxy)eicosa-8Z,10E,14Z-trien-5-ynoate

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Technology Process of methyl-12S-(t-butyldiphenylsilyloxy)eicosa-8Z,10E,14Z-trien-5-ynoate

There total 14 articles about methyl-12S-(t-butyldiphenylsilyloxy)eicosa-8Z,10E,14Z-trien-5-ynoate 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: 83.0%

: 67-56-1
methanol

: 131393-07-2
2,2-di(hydroxymethyl)propyl-12S-(t-butyldiphenylsilyloxy)eicosa-8Z,10E,14Z-trien-5-ynoate

: 131485-77-3
methyl-12S-(t-butyldiphenylsilyloxy)eicosa-8Z,10E,14Z-trien-5-ynoate

Guidance literature:: With potassium carbonate; for 2.5h; Ambient temperature;

Reference yield:

: 66348-35-4
(2S)-1,2-dihydroxydec-4Z-ene

: 131485-77-3
methyl-12S-(t-butyldiphenylsilyloxy)eicosa-8Z,10E,14Z-trien-5-ynoate

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / NEt₃ / CH₂Cl₂ / 0.33 h / 0 °C

2: 99 percent / imidazole / dimethylformamide / 23 h / 0 °C

3: 96 percent / diisobutylaluminium hydride / diethyl ether; hexane / 0.75 h / -80 °C

4: 71 percent / CrO₃, pyridine / CH₂Cl₂ / 0.33 h / 10 °C

5: 87 percent / NEt₃ / CH₂Cl₂ / 48 h / Ambient temperature

6: 1. n-butyllithium / 1. THF, hexane 2. HMPA, -80 deg C followed by warm up to 5 deg C in 5 h

7: 100 percent / Dowex 50 acidic resin / methanol; tetrahydrofuran / 0.25 h

8: 83 percent / K₂CO₃ / 2.5 h / Ambient temperature

With pyridine; 1H-imidazole; chromium(VI) oxide; n-butyllithium; Dowex 50 acidic resin; diisobutylaluminium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 66348-34-3
2,2-dimethyl-4-oct-2Z-enyl-(S)-1,3-dioxolane

: 131485-77-3
methyl-12S-(t-butyldiphenylsilyloxy)eicosa-8Z,10E,14Z-trien-5-ynoate

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / 1N aq. HCl / methanol / 20 h / 0 °C

2: 88 percent / NEt₃ / CH₂Cl₂ / 0.33 h / 0 °C

3: 99 percent / imidazole / dimethylformamide / 23 h / 0 °C

4: 96 percent / diisobutylaluminium hydride / diethyl ether; hexane / 0.75 h / -80 °C

5: 71 percent / CrO₃, pyridine / CH₂Cl₂ / 0.33 h / 10 °C

6: 87 percent / NEt₃ / CH₂Cl₂ / 48 h / Ambient temperature

7: 1. n-butyllithium / 1. THF, hexane 2. HMPA, -80 deg C followed by warm up to 5 deg C in 5 h

8: 100 percent / Dowex 50 acidic resin / methanol; tetrahydrofuran / 0.25 h

9: 83 percent / K₂CO₃ / 2.5 h / Ambient temperature

With pyridine; 1H-imidazole; chromium(VI) oxide; hydrogenchloride; n-butyllithium; Dowex 50 acidic resin; diisobutylaluminium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;