1-[1-benzyloxy-(1S)-ethyl]-2-tert-butyldimethylsilyloxymethyl-(1R,2S)-hexyl alcohol

Base Information

Chemical Name:1-[1-benzyloxy-(1S)-ethyl]-2-tert-butyldimethylsilyloxymethyl-(1R,2S)-hexyl alcohol
CAS No.:790664-68-5
Molecular Formula:C₂₂H₄₀O₃Si
Molecular Weight:380.643
Hs Code.:

Synonyms:1-[1-benzyloxy-(1S)-ethyl]-2-tert-butyldimethylsilyloxymethyl-(1R,2S)-hexyl alcohol

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Chemical Property of 1-[1-benzyloxy-(1S)-ethyl]-2-tert-butyldimethylsilyloxymethyl-(1R,2S)-hexyl alcohol

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Technology Process of 1-[1-benzyloxy-(1S)-ethyl]-2-tert-butyldimethylsilyloxymethyl-(1R,2S)-hexyl alcohol

There total 4 articles about 1-[1-benzyloxy-(1S)-ethyl]-2-tert-butyldimethylsilyloxymethyl-(1R,2S)-hexyl alcohol 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: 81.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 790664-67-4
4-benzyloxy-2-butyl-(2S,3R,4S)-pentane-1,3-diol

: 790664-68-5
1-[1-benzyloxy-(1S)-ethyl]-2-tert-butyldimethylsilyloxymethyl-(1R,2S)-hexyl alcohol

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1055/s-2004-829173

Reference yield:

: 119242-60-3
4-benzyloxy-(Z,4S)-2-penten-1-ol

: 790664-68-5
1-[1-benzyloxy-(1S)-ethyl]-2-tert-butyldimethylsilyloxymethyl-(1R,2S)-hexyl alcohol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 55.5 percent / (-)-diethyl tartrate; titanium isopropoxide; cumene hydroperoxide / 4 Angstroem molecular sieves / CH₂Cl₂ / 360 h / -20 °C

2.1: copper(I) iodide / diethyl ether; hexane / 0.5 h / -20 °C

2.2: 75.5 percent / diethyl ether; hexane / 1 h / -20 °C

3.1: 81 percent / imidazole / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; copper(l) iodide; Cumene hydroperoxide; (-)-diethyl tartrate; 4 A molecular sieve; In diethyl ether; hexane; dichloromethane; 1.1: Sharpless asymmetric epoxidation;
DOI:10.1055/s-2004-829173

Reference yield:

: ethyl 4-benzyloxy-(E/Z,4S)-2-pentenoate

: 790664-68-5
1-[1-benzyloxy-(1S)-ethyl]-2-tert-butyldimethylsilyloxymethyl-(1R,2S)-hexyl alcohol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 81 percent / DIBAL-H / toluene; CH₂Cl₂ / 0.5 h / -20 °C

2.1: 55.5 percent / (-)-diethyl tartrate; titanium isopropoxide; cumene hydroperoxide / 4 Angstroem molecular sieves / CH₂Cl₂ / 360 h / -20 °C

3.1: copper(I) iodide / diethyl ether; hexane / 0.5 h / -20 °C

3.2: 75.5 percent / diethyl ether; hexane / 1 h / -20 °C

4.1: 81 percent / imidazole / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; copper(l) iodide; Cumene hydroperoxide; diisobutylaluminium hydride; (-)-diethyl tartrate; 4 A molecular sieve; In diethyl ether; hexane; dichloromethane; toluene; 2.1: Sharpless asymmetric epoxidation;
DOI:10.1055/s-2004-829173