(5S,6S,7S)-5,6,7,8-Tetrakis-benzyloxy-2-ethoxy-4,4-difluoro-oct-1-en-3-one

Base Information

Chemical Name:(5S,6S,7S)-5,6,7,8-Tetrakis-benzyloxy-2-ethoxy-4,4-difluoro-oct-1-en-3-one
CAS No.:760973-08-8
Molecular Formula:C₃₈H₄₀F₂O₆
Molecular Weight:630.729
Hs Code.:

Synonyms:(5S,6S,7S)-5,6,7,8-Tetrakis-benzyloxy-2-ethoxy-4,4-difluoro-oct-1-en-3-one

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Chemical Property of (5S,6S,7S)-5,6,7,8-Tetrakis-benzyloxy-2-ethoxy-4,4-difluoro-oct-1-en-3-one

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Technology Process of (5S,6S,7S)-5,6,7,8-Tetrakis-benzyloxy-2-ethoxy-4,4-difluoro-oct-1-en-3-one

There total 4 articles about (5S,6S,7S)-5,6,7,8-Tetrakis-benzyloxy-2-ethoxy-4,4-difluoro-oct-1-en-3-one 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: 90.0%

: 109-92-2,25104-37-4
ethyl vinyl ether

: 760973-06-6
(3S,4S,5S)-3,4,5,6-Tetrakis-benzyloxy-2,2-difluoro-hexanoic acid ethyl ester

: 760973-08-8
(5S,6S,7S)-5,6,7,8-Tetrakis-benzyloxy-2-ethoxy-4,4-difluoro-oct-1-en-3-one

Guidance literature:: With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1016/j.tet.2004.06.048

Reference yield:

: 760973-04-4
2,3,4-tri-O-benzyl-L-erythrose

: 760973-08-8
(5S,6S,7S)-5,6,7,8-Tetrakis-benzyloxy-2-ethoxy-4,4-difluoro-oct-1-en-3-one

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / Zn / tetrahydrofuran / 2 h / Heating

2: NaH; BuNI / dimethylformamide / 0 - 20 °C

3: 90 percent / t-BuLi / tetrahydrofuran; various solvent(s) / 1 h / -78 °C

With tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; sodium hydride; zinc; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Reformatsky reaction;
DOI:10.1016/j.tet.2004.06.048

Reference yield:

: 760973-03-3
2,3,4-tri-O-benzyl-L-erythrose diethyl dithioacetal

: 760973-08-8
(5S,6S,7S)-5,6,7,8-Tetrakis-benzyloxy-2-ethoxy-4,4-difluoro-oct-1-en-3-one

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / HgCl₂; CaCO₃ / acetonitrile; H₂O / 2 h / 20 °C

2: 74 percent / Zn / tetrahydrofuran / 2 h / Heating

3: NaH; BuNI / dimethylformamide / 0 - 20 °C

4: 90 percent / t-BuLi / tetrahydrofuran; various solvent(s) / 1 h / -78 °C

With tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; sodium hydride; calcium carbonate; mercury dichloride; zinc; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile; 2: Reformatsky reaction;
DOI:10.1016/j.tet.2004.06.048