19-bromo-10-(3,5-di-tert-butylphenyl)-2,3,4,5-tetrahydro-1,3,3-trimethyl-15-[4-[2-(trimethylsilyl)ethynyl]phenyl]bilene-a

Base Information

Chemical Name:19-bromo-10-(3,5-di-tert-butylphenyl)-2,3,4,5-tetrahydro-1,3,3-trimethyl-15-[4-[2-(trimethylsilyl)ethynyl]phenyl]bilene-a
CAS No.:378751-04-3
Molecular Formula:C₄₇H₅₉BrN₄Si
Molecular Weight:788.002
Hs Code.:

Synonyms:19-bromo-10-(3,5-di-tert-butylphenyl)-2,3,4,5-tetrahydro-1,3,3-trimethyl-15-[4-[2-(trimethylsilyl)ethynyl]phenyl]bilene-a

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Chemical Property of 19-bromo-10-(3,5-di-tert-butylphenyl)-2,3,4,5-tetrahydro-1,3,3-trimethyl-15-[4-[2-(trimethylsilyl)ethynyl]phenyl]bilene-a

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Technology Process of 19-bromo-10-(3,5-di-tert-butylphenyl)-2,3,4,5-tetrahydro-1,3,3-trimethyl-15-[4-[2-(trimethylsilyl)ethynyl]phenyl]bilene-a

There total 7 articles about 19-bromo-10-(3,5-di-tert-butylphenyl)-2,3,4,5-tetrahydro-1,3,3-trimethyl-15-[4-[2-(trimethylsilyl)ethynyl]phenyl]bilene-a 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: 59.0%

: 276239-53-3
2-[(3,3,5-trimethyl-3,4-dihydro-2H-pyrrol-2-yl)methyl]pyrrole

: 475560-27-1
{5-[(5-bromo-1H-pyrrol-2-yl)-(4-trimethylsilanylethynyl-phenyl)-methyl]-1H-pyrrol-2-yl}-(3,5-di-tert-butyl-phenyl)-methanol

: 378751-04-3
19-bromo-10-(3,5-di-tert-butylphenyl)-2,3,4,5-tetrahydro-1,3,3-trimethyl-15-[4-[2-(trimethylsilyl)ethynyl]phenyl]bilene-a

Guidance literature:: With trifluoroacetic acid; In acetonitrile; at 20 ℃; for 0.5h;
DOI:10.1021/jo0104835

Reference yield:

: 14377-33-4
3,5-di-tert-butylbenzoyl chloride

: 378751-04-3
19-bromo-10-(3,5-di-tert-butylphenyl)-2,3,4,5-tetrahydro-1,3,3-trimethyl-15-[4-[2-(trimethylsilyl)ethynyl]phenyl]bilene-a

Guidance literature:: Multi-step reaction with 5 steps

1: 62 percent / CH₂Cl₂ / 5 h

2: 60 percent / EtMgBr / tetrahydrofuran / 3 h / -78 °C

3: 80 percent / NBS / tetrahydrofuran / 1 h / -78 °C

4: NaBH₄ / tetrahydrofuran; methanol

5: 59 percent / TFA / acetonitrile / 0.5 h / 20 °C

With sodium tetrahydroborate; N-Bromosuccinimide; ethylmagnesium bromide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo0104835

Reference yield:

: 276239-27-1
4,4-dimethyl-5-nitro-6-(1H-pyrrol-2-yl)hexan-2-one

: 378751-04-3
19-bromo-10-(3,5-di-tert-butylphenyl)-2,3,4,5-tetrahydro-1,3,3-trimethyl-15-[4-[2-(trimethylsilyl)ethynyl]phenyl]bilene-a

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / Zn; AcOH / ethanol / 0.33 h / 0 °C

2: 65 percent / TiCl₄; LiAlH₄; Et₃N / tetrahydrofuran / 0.5 h / 20 °C

3: 59 percent / TFA / acetonitrile / 0.5 h / 20 °C

With lithium aluminium tetrahydride; titanium tetrachloride; acetic acid; triethylamine; trifluoroacetic acid; zinc; In tetrahydrofuran; ethanol; acetonitrile;
DOI:10.1021/jo0104835