(3S)-9-tert-butyldiphenylsilyloxy-6,6-divinyl-3-hydroxynona-1-en

Base Information

Chemical Name:(3S)-9-tert-butyldiphenylsilyloxy-6,6-divinyl-3-hydroxynona-1-en
CAS No.:503000-27-9
Molecular Formula:C₂₉H₄₀O₂Si
Molecular Weight:448.721
Hs Code.:

Synonyms:(3S)-9-tert-butyldiphenylsilyloxy-6,6-divinyl-3-hydroxynona-1-en

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Chemical Property of (3S)-9-tert-butyldiphenylsilyloxy-6,6-divinyl-3-hydroxynona-1-en

Chemical Property:

Purity/Quality:

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Technology Process of (3S)-9-tert-butyldiphenylsilyloxy-6,6-divinyl-3-hydroxynona-1-en

There total 12 articles about (3S)-9-tert-butyldiphenylsilyloxy-6,6-divinyl-3-hydroxynona-1-en 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:

: 503000-50-8
6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-vinyl-octa-2,7-dienoic acid ethyl ester

: 503000-27-9
(3S)-9-tert-butyldiphenylsilyloxy-6,6-divinyl-3-hydroxynona-1-en

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / DIBAl-H / tetrahydrofuran; hexane / 0.5 h / 0 °C

2: 92 percent / L-(+)-DIPT; molecular sieves 4 Angstroem; TBHP / Ti(i-PrO)4 / CH₂Cl₂ / -25 - 20 °C

3: 95 percent / triphenylphosphine; I₂; imidazole / benzene / 0.5 h / 20 °C

4: 96 percent / Zn; acetic acid / 0.5 h / 50 °C

With 1H-imidazole; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 A molecular sieve; iodine; diisobutylaluminium hydride; acetic acid; triphenylphosphine; zinc; titanium(IV) isopropylate; In tetrahydrofuran; hexane; dichloromethane; benzene; 2: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.1021/ol034020s

Reference yield:

: 215251-69-7
4-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylbutanamide

: 503000-27-9
(3S)-9-tert-butyldiphenylsilyloxy-6,6-divinyl-3-hydroxynona-1-en

Guidance literature:: Multi-step reaction with 14 steps

1: 63 percent / t-BuLi / tetrahydrofuran; pentane / -78 - 20 °C

2: 96 percent / NaH / 1,2-dimethoxy-ethane; various solvent(s) / 6 h / Heating

3: 99 percent / DIBAL-H / tetrahydrofuran; hexane / 0.5 h / 0 °C

4: 81 percent / Hg(OAc)2 / 24 h / Heating

5: 81 percent / triisobutylaluminum / CH₂Cl₂; hexane / 1 h / 20 °C

6: 14.35 g / n-Bu₃P / tetrahydrofuran / 14 h / 20 °C

7: 91 percent / H₂O₂ / tetrahydrofuran / 1 h / 20 °C

8: 100 percent / aq. HCl / ethanol / 2 h / 20 °C

9: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

10: 89 percent / benzene / 5 h / Heating

11: 100 percent / DIBAl-H / tetrahydrofuran; hexane / 0.5 h / 0 °C

12: 92 percent / L-(+)-DIPT; molecular sieves 4 Angstroem; TBHP / Ti(i-PrO)4 / CH₂Cl₂ / -25 - 20 °C

13: 95 percent / triphenylphosphine; I₂; imidazole / benzene / 0.5 h / 20 °C

14: 96 percent / Zn; acetic acid / 0.5 h / 50 °C

With 1H-imidazole; hydrogenchloride; tert.-butylhydroperoxide; oxalyl dichloride; L-(+)-diisopropyl tartrate; tributylphosphine; 4 A molecular sieve; mercury(II) diacetate; dihydrogen peroxide; iodine; tert.-butyl lithium; triisobutylaluminum; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; zinc; titanium(IV) isopropylate; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; pentane; benzene; 2: Horner-Emmons reaction / 10: Wittig reaction / 12: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.1021/ol034020s

Reference yield:

: 503000-49-5
4-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4-vinyl-hex-5-enal

: 503000-27-9
(3S)-9-tert-butyldiphenylsilyloxy-6,6-divinyl-3-hydroxynona-1-en

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / benzene / 5 h / Heating

2: 100 percent / DIBAl-H / tetrahydrofuran; hexane / 0.5 h / 0 °C

3: 92 percent / L-(+)-DIPT; molecular sieves 4 Angstroem; TBHP / Ti(i-PrO)4 / CH₂Cl₂ / -25 - 20 °C

4: 95 percent / triphenylphosphine; I₂; imidazole / benzene / 0.5 h / 20 °C

5: 96 percent / Zn; acetic acid / 0.5 h / 50 °C

With 1H-imidazole; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 A molecular sieve; iodine; diisobutylaluminium hydride; acetic acid; triphenylphosphine; zinc; titanium(IV) isopropylate; In tetrahydrofuran; hexane; dichloromethane; benzene; 1: Wittig reaction / 3: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.1021/ol034020s