trans-(R)-1-tert-Butyldiphenylsilyloxy-8-trimethylsilyloct-5-en-7-yn-4-ol

Base Information

Chemical Name:trans-(R)-1-tert-Butyldiphenylsilyloxy-8-trimethylsilyloct-5-en-7-yn-4-ol
CAS No.:126764-98-5
Molecular Formula:C₂₇H₃₈O₂Si₂
Molecular Weight:450.769
Hs Code.:

Synonyms:trans-(R)-1-tert-Butyldiphenylsilyloxy-8-trimethylsilyloct-5-en-7-yn-4-ol

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Chemical Property of trans-(R)-1-tert-Butyldiphenylsilyloxy-8-trimethylsilyloct-5-en-7-yn-4-ol

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Technology Process of trans-(R)-1-tert-Butyldiphenylsilyloxy-8-trimethylsilyloct-5-en-7-yn-4-ol

There total 10 articles about trans-(R)-1-tert-Butyldiphenylsilyloxy-8-trimethylsilyloct-5-en-7-yn-4-ol 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: 66.0%

: 139033-09-3
trans-(4R)-<(1R)-1-(3-tert-Butyldiphenylsilyloxypropyl)-5-trimethylsilylpent-2-en-4-ynyloxy>pentan-2-one

: 126764-98-5
trans-(R)-1-tert-Butyldiphenylsilyloxy-8-trimethylsilyloct-5-en-7-yn-4-ol

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; at 50 ℃; for 288h;
DOI:10.1039/P19910003307

Reference yield:

: 4526-07-2
1,4-bis(trimethylsilyl)-1,3-butadiyne

: 126764-98-5
trans-(R)-1-tert-Butyldiphenylsilyloxy-8-trimethylsilyloct-5-en-7-yn-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 55 percent / TiCl₄, 4 Angstroem molecular sieves / CH₂Cl₂ / 0.33 h / -74 °C

2: 91 percent / LiAlH₄ / diethyl ether / 0.5 h / Heating

3: 71 percent / imidazole / dimethylformamide / 5 h / Ambient temperature

4: 96 percent / pyridinium chlorochromate, NaOAc / 3 Angstroem molecular sieves / CH₂Cl₂ / 21 h / 25 °C

5: 66 percent / DBU / benzene / 288 h / 50 °C

With 1H-imidazole; lithium aluminium tetrahydride; 4 A molecular sieve; sodium acetate; titanium tetrachloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; 3 A molecular sieve; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1039/P19910003307

Reference yield:

: 127793-62-8
4-((tert-butyldiphenylsilyl)oxy)butanal

: 126764-98-5
trans-(R)-1-tert-Butyldiphenylsilyloxy-8-trimethylsilyloct-5-en-7-yn-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / toluene-p-sulphonic acid / benzene / 2 h / Heating

2: 51 percent / TiCl₄, 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / -78 °C

3: 73 percent / LiAlH₄ / diethyl ether / 3 h / 40 °C

4: 96 percent / pyridinium chlorochromate, NaOAc / 3 Angstroem molecular sieves / CH₂Cl₂ / 21 h / 25 °C

5: 66 percent / DBU / benzene / 288 h / 50 °C

With lithium aluminium tetrahydride; 4 A molecular sieve; sodium acetate; titanium tetrachloride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; 3 A molecular sieve; In diethyl ether; dichloromethane; benzene;
DOI:10.1039/P19910003307