<6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatrien-1-yl>triphenylphosphonium bromide

Base Information Edit

Chemical Name:<6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatrien-1-yl>triphenylphosphonium bromide
CAS No.:82493-56-9
Molecular Formula:Br*C₄₈H₅₆OPSi
Molecular Weight:787.935
Hs Code.:
Mol file:82493-56-9.mol

Synonyms:<6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatrien-1-yl>triphenylphosphonium bromide

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Chemical Property of <6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatrien-1-yl>triphenylphosphonium bromide Edit

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Technology Process of <6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatrien-1-yl>triphenylphosphonium bromide

There total 41 articles about <6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatrien-1-yl>triphenylphosphonium bromide 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: 88.0%

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

: 603-35-0
triphenylphosphine

: 82493-56-9
<6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatrien-1-yl>triphenylphosphonium bromide

Guidance literature:: In acetonitrile; for 2h; Ambient temperature;
DOI:10.1021/jo00237a008

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 82493-56-9
<6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatrien-1-yl>triphenylphosphonium bromide

Guidance literature:: Multi-step reaction with 7 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

7: 56 percent / acetonitrile / 6 h / 0 °C

With 1H-imidazole; aluminium hydride; propene; trimethylsilyl iodide; carbon tetrabromide; sodium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; chloroform; acetonitrile; 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

: 82493-56-9
<6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatrien-1-yl>triphenylphosphonium bromide

Guidance literature:: Multi-step reaction with 8 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

8: 153 mg / acetonitrile / 1.5 h / 20 °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