(RS,SR)-1,10-dibromo-5,6-bis<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2,8-decadiyne

Base Information

Chemical Name:(RS,SR)-1,10-dibromo-5,6-bis<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2,8-decadiyne
CAS No.:116503-86-7
Molecular Formula:C₄₄H₅₂Br₂O₂Si₂
Molecular Weight:828.875
Hs Code.:

Synonyms:(RS,SR)-1,10-dibromo-5,6-bis<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2,8-decadiyne

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Chemical Property of (RS,SR)-1,10-dibromo-5,6-bis<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2,8-decadiyne

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Technology Process of (RS,SR)-1,10-dibromo-5,6-bis<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2,8-decadiyne

There total 6 articles about (RS,SR)-1,10-dibromo-5,6-bis<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2,8-decadiyne 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%

: 116503-85-6
(RS,SR)-5,6-bis<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2,8-decadiyne-1,10-diol

: 116503-86-7
(RS,SR)-1,10-dibromo-5,6-bis<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2,8-decadiyne

Guidance literature:: With carbon tetrabromide; tributylphosphine; In tetrahydrofuran; for 18h; Ambient temperature;

Reference yield:

: 116503-81-2
(RS,SR)-1,2-bis[{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl]-4-cyclohexene

: 116503-86-7
(RS,SR)-1,10-dibromo-5,6-bis<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2,8-decadiyne

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) O₃, 2.) (MeO)3P / 1.) EtOAc-MeOH 1:1, -78 deg C, 2.) from -78 deg C to 25 deg C, 10 h

2: PPh₃ / CH₂Cl₂ / 8 h / 0 - 25 °C

3: 74 percent / n-BuLi / tetrahydrofuran / 1.25 h / -78 - 0 °C

4: 97 percent / DIBAL / CH₂Cl₂ / 6.5 h / -78 °C

5: P(oct)3, CBr₄ / diethyl ether / 1 h / 0 °C

With n-butyllithium; carbon tetrabromide; TOP; diisobutylaluminium hydride; ozone; triphenylphosphine; phosphorous acid trimethyl ester; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00229a068

Reference yield:

: 116503-82-3
(3R,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-hexanedial

: 116503-86-7
(RS,SR)-1,10-dibromo-5,6-bis<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2,8-decadiyne

Guidance literature:: Multi-step reaction with 4 steps

1: PPh₃ / CH₂Cl₂ / 8 h / 0 - 25 °C

2: 74 percent / n-BuLi / tetrahydrofuran / 1.25 h / -78 - 0 °C

3: 97 percent / DIBAL / CH₂Cl₂ / 6.5 h / -78 °C

4: P(oct)3, CBr₄ / diethyl ether / 1 h / 0 °C

With n-butyllithium; carbon tetrabromide; TOP; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00229a068