(2S,3R,4S,5S)-2,3-Dibenzoyloxy-4-benzyloxy-5-hydroxycyclohexanone ethylene ketal

Base Information

Chemical Name:(2S,3R,4S,5S)-2,3-Dibenzoyloxy-4-benzyloxy-5-hydroxycyclohexanone ethylene ketal
CAS No.:179992-27-9
Molecular Formula:C₂₉H₂₈O₈
Molecular Weight:504.537
Hs Code.:

Synonyms:(2S,3R,4S,5S)-2,3-Dibenzoyloxy-4-benzyloxy-5-hydroxycyclohexanone ethylene ketal

Suppliers and Price of (2S,3R,4S,5S)-2,3-Dibenzoyloxy-4-benzyloxy-5-hydroxycyclohexanone ethylene ketal

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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 (2S,3R,4S,5S)-2,3-Dibenzoyloxy-4-benzyloxy-5-hydroxycyclohexanone ethylene ketal

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Technology Process of (2S,3R,4S,5S)-2,3-Dibenzoyloxy-4-benzyloxy-5-hydroxycyclohexanone ethylene ketal

There total 8 articles about (2S,3R,4S,5S)-2,3-Dibenzoyloxy-4-benzyloxy-5-hydroxycyclohexanone ethylene ketal 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: 88.0%

: 179992-29-1
(4S,5R,6R)-4,5-Dibenzoyloxy-6-benzyloxycyclohexane-1,3-dione 3-ethylene ketal

: 179992-27-9
(2S,3R,4S,5S)-2,3-Dibenzoyloxy-4-benzyloxy-5-hydroxycyclohexanone ethylene ketal

Guidance literature:: With R-Alpine-Hydride; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1039/p19960001365

Reference yield: 54.0%

: 107-21-1
ethylene glycol

: 179992-24-6
(2S,3R,4S,5S)-2,3-Dibenzoyloxy-4-benzyloxy-5-hydroxycyclohexanone

: (4S,5R,6S)-5,6-Dibenzoyloxy-4-benzyloxycyclohex-2-enone ethylene ketal

: 179992-27-9
(2S,3R,4S,5S)-2,3-Dibenzoyloxy-4-benzyloxy-5-hydroxycyclohexanone ethylene ketal

Guidance literature:: With sulfuric acid; In 1,4-dioxane; toluene; for 3.5h; Heating;
DOI:10.1039/p19960001365

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 179992-27-9
(2S,3R,4S,5S)-2,3-Dibenzoyloxy-4-benzyloxy-5-hydroxycyclohexanone ethylene ketal

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / PTSA / dimethylformamide / 4 h / 70 °C

3: 28 percent / BaCO₃, NBS / CCl₄ / 1 h / Heating

4: NaI, Bu₄NI, 4 Angstroem molecular sieves / dimethylsulfoxide / 2 h / 100 °C

5: DBU / dimethylsulfoxide / 2 h

6: 71 percent / AcOH, Hg(CF₃CO₂)2 / acetone; H₂O / 30 h

7: 54 percent / conc. H₂SO₄ / dioxane; toluene / 3.5 h / Heating

With N-Bromosuccinimide; Hg(II) trifluoroacetate; 4 A molecular sieve; sulfuric acid; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; barium carbonate; sodium iodide; In 1,4-dioxane; tetrachloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1039/p19960001365