1-bromo-6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatriene

Base Information

Chemical Name:1-bromo-6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatriene
CAS No.:101398-98-5
Molecular Formula:C₃₀H₄₁BrOSi
Molecular Weight:525.644
Hs Code.:

Synonyms:1-bromo-6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatriene

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Chemical Property of 1-bromo-6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatriene

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Technology Process of 1-bromo-6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatriene

There total 25 articles about 1-bromo-6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatriene 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%

: 82493-55-8
6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatrien-1-ol

: 101398-98-5
1-bromo-6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatriene

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃; for 0.0833333h;
DOI:10.1021/jo00237a008

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 101398-98-5
1-bromo-6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatriene

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / imidazole / tetrahydrofuran / 8 h / 25 °C

2: 78 percent / trimethylsilyl iodide, propene / CHCl₃ / 0.5 h / 25 °C

3: 90 percent / benzene / 16 h / Heating

4: 1.) NaH / 1.) benzene, 25 deg C, 1 h, 2.) benzene, 0 deg C

5: 81 percent / aluminum hydride / tetrahydrofuran / 1.5 h / 0 °C

6: 100 percent / CBr₄, PPh₃ / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; aluminium hydride; propene; trimethylsilyl iodide; carbon tetrabromide; sodium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; chloroform; benzene;
DOI:10.1021/jo00358a016

Reference yield:

: 119414-22-1
9(R),12(R)-bis<(tert-butyldiphenylsilyl)oxy>-10(S),11(S)-O-(1-methylethylidene)-6,14-icosadiyne-10,11-diol

: 101398-98-5
1-bromo-6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatriene

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / hydrogen / Lindlar catalyst / benzene / Ambient temperature

2: 70 percent / (CH₂SH)2, TsOH / CHCl₃ / 3 h / Heating

3: 55 percent / lead tetraacetate / benzene / 1 h / Ambient temperature

4: 61 percent / benzene / 6 h / Heating

5: 60 percent / LiCl, 1,8-diazabicyclo<5.4.0>undec-7-ene / acetonitrile / 1 h / 20 °C

6: 100 percent / aluminum hydride / tetrahydrofuran / 2.5 h / 0 °C

7: 90 percent / CBr₄, ethylenebis(diphenylphosphine) / CH₂Cl₂ / 2.5 h / -35 °C

With aluminium hydride; lead(IV) acetate; carbon tetrabromide; hydrogen; toluene-4-sulfonic acid; ethane-1,2-dithiol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,2-bis-(diphenylphosphino)ethane; lithium chloride; Lindlar's catalyst; In tetrahydrofuran; dichloromethane; chloroform; acetonitrile; benzene;
DOI:10.1021/jo00271a032