5-O-benzoyl-1,2-O-isopropylidene-3-deoxy-3-trifluoromethyl-α-D-ribofuranose

Base Information

Chemical Name:5-O-benzoyl-1,2-O-isopropylidene-3-deoxy-3-trifluoromethyl-α-D-ribofuranose
CAS No.:272112-07-9
Molecular Formula:C₁₆H₁₇F₃O₅
Molecular Weight:346.303
Hs Code.:

Synonyms:5-O-benzoyl-1,2-O-isopropylidene-3-deoxy-3-trifluoromethyl-α-D-ribofuranose

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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 5-O-benzoyl-1,2-O-isopropylidene-3-deoxy-3-trifluoromethyl-α-D-ribofuranose

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Technology Process of 5-O-benzoyl-1,2-O-isopropylidene-3-deoxy-3-trifluoromethyl-α-D-ribofuranose

There total 2 articles about 5-O-benzoyl-1,2-O-isopropylidene-3-deoxy-3-trifluoromethyl-α-D-ribofuranose 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: 78.6%

: 162894-32-8
((3aR,5R,6R,6aR)-6-hydroxy-2,2-dimethyl-6-(trifluoromethyl)tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate

: 272112-07-9
5-O-benzoyl-1,2-O-isopropylidene-3-deoxy-3-trifluoromethyl-α-D-ribofuranose

Guidance literature:: ((3aR,5R,6R,6aR)-6-hydroxy-2,2-dimethyl-6-(trifluoromethyl)tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate; With monomethyl oxalyl chloride; In acetonitrile; at 20 ℃; for 1h;

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 2h; Heating;
DOI:10.1080/15257770008035023

Reference yield:

: 6698-46-0
5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranos-3-ulose

: 272112-07-9
5-O-benzoyl-1,2-O-isopropylidene-3-deoxy-3-trifluoromethyl-α-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: 63.2 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

2.1: monomethyloxalyl chloride / acetonitrile / 1 h / 20 °C

2.2: 78.6 percent / Bu₃SnH; AIBN / toluene / 2 h / Heating

With monomethyl oxalyl chloride; tetrabutyl ammonium fluoride; In tetrahydrofuran; acetonitrile; 1.1: Addition / 2.1: Substitution / 2.2: deoxygenation; modified Barton reaction;
DOI:10.1080/15257770008035023