(4R,5S)-4,5,6-Tris-benzyloxy-2,2-difluoro-3-hydroxy-hexanoic acid ethyl ester

Base Information

Chemical Name:(4R,5S)-4,5,6-Tris-benzyloxy-2,2-difluoro-3-hydroxy-hexanoic acid ethyl ester
CAS No.:760973-05-5
Molecular Formula:C₂₉H₃₂F₂O₆
Molecular Weight:514.566
Hs Code.:

Synonyms:(4R,5S)-4,5,6-Tris-benzyloxy-2,2-difluoro-3-hydroxy-hexanoic acid ethyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,5S)-4,5,6-Tris-benzyloxy-2,2-difluoro-3-hydroxy-hexanoic acid ethyl ester

Chemical Property:

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Technology Process of (4R,5S)-4,5,6-Tris-benzyloxy-2,2-difluoro-3-hydroxy-hexanoic acid ethyl ester

There total 1 articles about (4R,5S)-4,5,6-Tris-benzyloxy-2,2-difluoro-3-hydroxy-hexanoic acid ethyl ester 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: 74.0%

: 667-27-6
Ethyl bromodifluoroacetate

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

: 760973-05-5
(4R,5S)-4,5,6-Tris-benzyloxy-2,2-difluoro-3-hydroxy-hexanoic acid ethyl ester

Guidance literature:: With zinc; In tetrahydrofuran; for 2h; Heating;
DOI:10.1016/j.tet.2004.06.048

Reference yield:

: 100-39-0
benzyl bromide

: 760973-05-5
(4R,5S)-4,5,6-Tris-benzyloxy-2,2-difluoro-3-hydroxy-hexanoic acid ethyl ester

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

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

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1016/j.tet.2004.06.048

Reference yield:

: 760973-05-5
(4R,5S)-4,5,6-Tris-benzyloxy-2,2-difluoro-3-hydroxy-hexanoic acid ethyl ester

: 760973-09-9
(4S,5S,6S)-4,5,6,7-Tetrakis-benzyloxy-3,3-difluoro-2-oxo-heptanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: 90 percent / t-BuLi / tetrahydrofuran; various solvent(s) / 1 h / -78 °C

3.1: O₃ / CH₂Cl₂; ethanol / 1 h / -78 °C

3.2: 73 percent / Me₂S / CH₂Cl₂; ethanol / -78 - 20 °C

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