(3R,5Z)-3-(tert-Butyldiphenylsiloxy)-1,1-dibromo-1,5-undecadiene

Base Information

Chemical Name:(3R,5Z)-3-(tert-Butyldiphenylsiloxy)-1,1-dibromo-1,5-undecadiene
CAS No.:128888-92-6
Molecular Formula:C₂₇H₃₆Br₂OSi
Molecular Weight:564.476
Hs Code.:

Synonyms:(3R,5Z)-3-(tert-Butyldiphenylsiloxy)-1,1-dibromo-1,5-undecadiene

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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 (3R,5Z)-3-(tert-Butyldiphenylsiloxy)-1,1-dibromo-1,5-undecadiene

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Technology Process of (3R,5Z)-3-(tert-Butyldiphenylsiloxy)-1,1-dibromo-1,5-undecadiene

There total 5 articles about (3R,5Z)-3-(tert-Butyldiphenylsiloxy)-1,1-dibromo-1,5-undecadiene 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:

: 628-71-7
1-Heptyne

: 128888-92-6
(3R,5Z)-3-(tert-Butyldiphenylsiloxy)-1,1-dibromo-1,5-undecadiene

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) TMEDA, BuLi / 1.) THF, hexane, -30 deg C, 5 min then 0 deg C, 30 min, 2.) 55 deg C, 24 h

2: 88 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

3: 90 percent / Me₂AlCl / CH₂Cl₂ / 1.) -30 deg C, 3.5 h, 2.) room temp., 3.5 h

4: 97 percent / H₂ / Lindlar catalyst / hexane / 1.5 h / 25 °C

5: 81 percent / SO₃*pyr, Et₃N / dimethylsulfoxide; CH₂Cl₂ / 1.5 h / 0 °C

6: 1.) PPh₃ / 1.) CH₂Cl₂, 30 min, -20 deg C, 2.) CH₂Cl₂, -20 deg C to room temp., 3 h

With 1H-imidazole; n-butyllithium; pyridine-SO₃ complex; N,N,N,N,-tetramethylethylenediamine; hydrogen; dimethylaluminum chloride; triethylamine; triphenylphosphine; Lindlar's catalyst; In hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1055/s-1989-27425

Reference yield:

: 90132-07-3
1-<(tetrahydro-2H-pyran-2-yl)-oxy>dec-4-yn-2(R)-ol

: 128888-92-6
(3R,5Z)-3-(tert-Butyldiphenylsiloxy)-1,1-dibromo-1,5-undecadiene

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

2: 90 percent / Me₂AlCl / CH₂Cl₂ / 1.) -30 deg C, 3.5 h, 2.) room temp., 3.5 h

3: 97 percent / H₂ / Lindlar catalyst / hexane / 1.5 h / 25 °C

4: 81 percent / SO₃*pyr, Et₃N / dimethylsulfoxide; CH₂Cl₂ / 1.5 h / 0 °C

5: 1.) PPh₃ / 1.) CH₂Cl₂, 30 min, -20 deg C, 2.) CH₂Cl₂, -20 deg C to room temp., 3 h

With 1H-imidazole; pyridine-SO₃ complex; hydrogen; dimethylaluminum chloride; triethylamine; triphenylphosphine; Lindlar's catalyst; In hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1055/s-1989-27425

Reference yield:

: 90108-33-1
(2R)-2-<(tert-butyldiphenylsilyl)oxy>-4-decyn-1-ol

: 128888-92-6
(3R,5Z)-3-(tert-Butyldiphenylsiloxy)-1,1-dibromo-1,5-undecadiene

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / H₂ / Lindlar catalyst / hexane / 1.5 h / 25 °C

2: 81 percent / SO₃*pyr, Et₃N / dimethylsulfoxide; CH₂Cl₂ / 1.5 h / 0 °C

3: 1.) PPh₃ / 1.) CH₂Cl₂, 30 min, -20 deg C, 2.) CH₂Cl₂, -20 deg C to room temp., 3 h

With pyridine-SO₃ complex; hydrogen; triethylamine; triphenylphosphine; Lindlar's catalyst; In hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1055/s-1989-27425