(Z)-3a,4,5,6-tetrahydro-3a,5,5-trimethyl-2-phenyl-3-[4-(trimethylsilyl)but-1-en-3-ynyl]pyrrolo[1,2-b]isoxazole

Base Information

• Chemical Name: (Z)-3a,4,5,6-tetrahydro-3a,5,5-trimethyl-2-phenyl-3-[4-(trimethylsilyl)but-1-en-3-ynyl]pyrrolo[1,2-b]isoxazole
• CAS No.: 428516-80-7
• Molecular Formula: C₂₂H₂₉NOSi
• Molecular Weight: 351.564

Synonyms:(Z)-3a,4,5,6-tetrahydro-3a,5,5-trimethyl-2-phenyl-3-[4-(trimethylsilyl)but-1-en-3-ynyl]pyrrolo[1,2-b]isoxazole

Chemical Property of (Z)-3a,4,5,6-tetrahydro-3a,5,5-trimethyl-2-phenyl-3-[4-(trimethylsilyl)but-1-en-3-ynyl]pyrrolo[1,2-b]isoxazole

Chemical Property:

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Technology Process of (Z)-3a,4,5,6-tetrahydro-3a,5,5-trimethyl-2-phenyl-3-[4-(trimethylsilyl)but-1-en-3-ynyl]pyrrolo[1,2-b]isoxazole

There total 1 articles about (Z)-3a,4,5,6-tetrahydro-3a,5,5-trimethyl-2-phenyl-3-[4-(trimethylsilyl)but-1-en-3-ynyl]pyrrolo[1,2-b]isoxazole 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: 94.0%

1,3-bis(trimethylsilyl)propyne (21752-80-7) + 3a,5,5-trimethyl-2-phenyl-3a,4,5,6-tetrahydropyrrolo[1,2-b]isoxazole-3-carbaldehyde (355019-32-8) → (Z)-3a,4,5,6-tetrahydro-3a,5,5-trimethyl-2-phenyl-3-[4-(trimethylsilyl)but-1-en-3-ynyl]pyrrolo[1,2-b]isoxazole (428516-80-7) + (E)-3a,4,5,6-tetrahydro-3a,5,5-trimethyl-2-phenyl-3-[4-(trimethylsilyl)but-1-en-3-ynyl]pyrrolo[1,2-b]isoxazole

Guidance literature:

With titanium(IV) isopropylate; n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.75h;

DOI:10.1002/1522-2675(20011219)84:12<3822::AID-HLCA3822>3.0.CO;2-O

Reference yield: 97.0%

(Z)-3a,4,5,6-tetrahydro-3a,5,5-trimethyl-2-phenyl-3-[4-(trimethylsilyl)but-1-en-3-ynyl]pyrrolo[1,2-b]isoxazole (428516-80-7) → (Z)-3-(but-1-en-3-ynyl)-3a,4,5,6-tetrahydro-3a,5,5-trimethyl-2-phenylpyrrolo[1,2-b]isoxazole (428516-92-1)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 24h;

DOI:10.1002/1522-2675(20011219)84:12<3822::AID-HLCA3822>3.0.CO;2-O

Reference yield: 23.0%

(Z)-3a,4,5,6-tetrahydro-3a,5,5-trimethyl-2-phenyl-3-[4-(trimethylsilyl)but-1-en-3-ynyl]pyrrolo[1,2-b]isoxazole (428516-80-7) → {2,3-dihydro-2,2-dimethyl-7-[(trimethylsilyl)ethynyl]-1H-pyrrolizin-5-yl}(phenyl)methanone

Guidance literature:

In benzene; at 320 ℃; for 0.00277778h;

DOI:10.1002/1522-2675(20011219)84:12<3822::AID-HLCA3822>3.0.CO;2-O

upstream raw materials:

1,3-bis(trimethylsilyl)propyne

3a,5,5-trimethyl-2-phenyl-3a,4,5,6-tetrahydropyrrolo[1,2-b]isoxazole-3-carbaldehyde

Downstream raw materials:

(Z)-3-(but-1-en-3-ynyl)-3a,4,5,6-tetrahydro-3a,5,5-trimethyl-2-phenylpyrrolo[1,2-b]isoxazole

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