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

Base Information

Chemical Name:2,2-di(hydroxymethyl)propyl-12S-(t-butyldiphenylsilyloxy)eicosa-8Z,10E,14Z-trien-5-ynoate
CAS No.:131393-07-2
Molecular Formula:C₄₁H₅₈O₅Si
Molecular Weight:658.994
Hs Code.:

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

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Chemical Property of 2,2-di(hydroxymethyl)propyl-12S-(t-butyldiphenylsilyloxy)eicosa-8Z,10E,14Z-trien-5-ynoate

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Technology Process of 2,2-di(hydroxymethyl)propyl-12S-(t-butyldiphenylsilyloxy)eicosa-8Z,10E,14Z-trien-5-ynoate

There total 15 articles about 2,2-di(hydroxymethyl)propyl-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: 100.0%

: 131393-06-1
1-(4-methyl-2,6,7-trioxabicyclo<2.2.2>octyl)-11S-(t-butyldiphenylsilyloxy)nonadeca-7Z,9E,13Z-trien-4-yne

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

Guidance literature:: With Dowex 50 acidic resin; In tetrahydrofuran; methanol; for 0.25h;

Reference yield:

: 89276-32-4
(3-methyl-3-oxetanyl)methyl 4-bromobutanoate

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

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / BF₃*Et₂O / CH₂Cl₂ / 1. -10 deg C to 0 deg C, 2 h 2. 0 deg C, 7 h

2: 81 percent / tetrahydrofuran; dimethylformamide; paraffin; xylene / 20 h / 1. -80 deg C to -75 deg C, 90 min, 2. to room temperature, 2 h 3. room temperature

3: 1. n-butyllithium / 1. DME, hexane, -78 deg C, 75 min 2. 10 deg C, 23 h

4: 73 percent / NEt₃ / diethyl ether / 0 °C

5: 85 percent / NaI, K₂CO₃ / acetone / 168 h / 35 °C

6: 87 percent / K₂CO₃ / acetonitrile / 72 h / 45 °C

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

With n-butyllithium; Dowex 50 acidic resin; potassium carbonate; triethylamine; sodium iodide; boron trifluoride diethyl etherate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile; paraffin; xylene;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

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