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

Base Information

Chemical Name:1-(4-methyl-2,6,7-trioxabicyclo<2.2.2>octyl)-11S-(t-butyldiphenylsilyloxy)nonadeca-7Z,9E,13Z-trien-4-yne
CAS No.:131393-06-1
Molecular Formula:C₄₁H₅₆O₄Si
Molecular Weight:640.979
Hs Code.:

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

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

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

There total 14 articles about 1-(4-methyl-2,6,7-trioxabicyclo<2.2.2>octyl)-11S-(t-butyldiphenylsilyloxy)nonadeca-7Z,9E,13Z-trien-4-yne 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:

: 3143-02-0
3-hydroxymethyl-3-methyloxethane

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

Guidance literature:: Multi-step reaction with 8 steps

1: 87.5 percent / dicyclohexylcarbodiimide, 4-dimethylaminopyridine / CH₂Cl₂ / 1. 5 min, 0 deg C 2. 5.5 h, room temperature

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

3: 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

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

5: 73 percent / NEt₃ / diethyl ether / 0 °C

6: 85 percent / NaI, K₂CO₃ / acetone / 168 h / 35 °C

7: 87 percent / K₂CO₃ / acetonitrile / 72 h / 45 °C

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

With dmap; n-butyllithium; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; sodium iodide; boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile; paraffin; xylene;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

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