(2S,3S)-(-)2-benzyloxy-1-(tert-butyldimethylsiloxy)-3-(tert-butyldiphenylsiloxy)hex-5-ene

Base Information

Chemical Name:(2S,3S)-(-)2-benzyloxy-1-(tert-butyldimethylsiloxy)-3-(tert-butyldiphenylsiloxy)hex-5-ene
CAS No.:362675-41-0
Molecular Formula:C₃₅H₅₀O₃Si₂
Molecular Weight:574.951
Hs Code.:

Synonyms:(2S,3S)-(-)2-benzyloxy-1-(tert-butyldimethylsiloxy)-3-(tert-butyldiphenylsiloxy)hex-5-ene

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Chemical Property of (2S,3S)-(-)2-benzyloxy-1-(tert-butyldimethylsiloxy)-3-(tert-butyldiphenylsiloxy)hex-5-ene

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Technology Process of (2S,3S)-(-)2-benzyloxy-1-(tert-butyldimethylsiloxy)-3-(tert-butyldiphenylsiloxy)hex-5-ene

There total 4 articles about (2S,3S)-(-)2-benzyloxy-1-(tert-butyldimethylsiloxy)-3-(tert-butyldiphenylsiloxy)hex-5-ene 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:

: C₃₅H₄₈O₃Si₂

: 362675-41-0
(2S,3S)-(-)2-benzyloxy-1-(tert-butyldimethylsiloxy)-3-(tert-butyldiphenylsiloxy)hex-5-ene

Guidance literature:: With pyridine; hydrogen; palladium; In ethyl acetate; at 20 ℃; for 4.5h;
DOI:10.1021/jo0104532

Reference yield:

: 362675-40-9
(2S,3S)-(-)-2-benzyloxy-3,4-epoxy-1-(tert-butyldimethyldimethylsiloxy)butane

: 362675-41-0
(2S,3S)-(-)2-benzyloxy-1-(tert-butyldimethylsiloxy)-3-(tert-butyldiphenylsiloxy)hex-5-ene

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi; BF₃*Et₂O / tetrahydrofuran / 0.08 h / -78 °C

2.1: imidazole / dimethylformamide / 4.5 h / 20 °C

2.2: K₂CO₃ / methanol / 1 h

3.1: 2.44 g / H₂; pyridine / Pd/Ba₂CO₃ / ethyl acetate / 4.5 h / 20 °C

With pyridine; 1H-imidazole; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; palladium; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo0104532

Reference yield:

: (2S,3S)-3-benzyloxy-4-[tert-butyl(dimethyl)silyloxy]butane-1,2-diol

: 362675-41-0
(2S,3S)-(-)2-benzyloxy-1-(tert-butyldimethylsiloxy)-3-(tert-butyldiphenylsiloxy)hex-5-ene

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / 8 h

1.2: 63 percent / K₂CO₃ / methanol / 1 h

2.1: n-BuLi; BF₃*Et₂O / tetrahydrofuran / 0.08 h / -78 °C

3.1: imidazole / dimethylformamide / 4.5 h / 20 °C

3.2: K₂CO₃ / methanol / 1 h

4.1: 2.44 g / H₂; pyridine / Pd/Ba₂CO₃ / ethyl acetate / 4.5 h / 20 °C

With pyridine; 1H-imidazole; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; palladium; In tetrahydrofuran; pyridine; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo0104532