methyl 6-C-phenyl-5-azido-3,5,6-trideoxy-2-O-<(trifluoromethyl)sulfonyl>-β-L-talofuranoside

Base Information

Chemical Name:methyl 6-C-phenyl-5-azido-3,5,6-trideoxy-2-O-<(trifluoromethyl)sulfonyl>-β-L-talofuranoside
CAS No.:131013-23-5
Molecular Formula:C₁₄H₁₆F₃N₃O₅S
Molecular Weight:395.359
Hs Code.:

Synonyms:methyl 6-C-phenyl-5-azido-3,5,6-trideoxy-2-O-<(trifluoromethyl)sulfonyl>-β-L-talofuranoside

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Chemical Property of methyl 6-C-phenyl-5-azido-3,5,6-trideoxy-2-O-<(trifluoromethyl)sulfonyl>-β-L-talofuranoside

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Technology Process of methyl 6-C-phenyl-5-azido-3,5,6-trideoxy-2-O-<(trifluoromethyl)sulfonyl>-β-L-talofuranoside

There total 6 articles about methyl 6-C-phenyl-5-azido-3,5,6-trideoxy-2-O-<(trifluoromethyl)sulfonyl>-β-L-talofuranoside 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: 95.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 131013-21-3
methyl 6-C-phenyl-5-azido-3,5,6-trideoxy-β-L-talofuranoside

: 131013-23-5
methyl 6-C-phenyl-5-azido-3,5,6-trideoxy-2-O-<(trifluoromethyl)sulfonyl>-β-L-talofuranoside

Guidance literature:: With pyridine; In dichloromethane; 1 h at -50 deg C, 30 min at 0 deg C;
DOI:10.1021/jo00003a040

Reference yield:

: 2457-93-4
(3aR,5S,6aR)-2,2-dimethyl-5-[(2R)-oxiran-2-yl]-3a,5,6,6a-tetrahydrofuro[2,3-d] [1,3]dioxole

: 131013-23-5
methyl 6-C-phenyl-5-azido-3,5,6-trideoxy-2-O-<(trifluoromethyl)sulfonyl>-β-L-talofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / CuI / tetrahydrofuran / a) 1 h at -50 deg C and 30 min at -30 deg C

2: 95 percent / pyridine / 24 h / 45 °C

3: 90 percent / NaN₃ / dimethylsulfoxide / 3 h / 80 °C

4: 84 percent / methanolic HCl / 12 h / Ambient temperature

5: 95 percent / pyridine / CH₂Cl₂ / 1 h at -50 deg C, 30 min at 0 deg C

With pyridine; hydrogenchloride; copper(l) iodide; sodium azide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00003a040

Reference yield:

: 131013-17-7
6-C-phenyl-3,6-dideoxy-1,2-O-isopropylidene-α-D-allofuranose

: 131013-23-5
methyl 6-C-phenyl-5-azido-3,5,6-trideoxy-2-O-<(trifluoromethyl)sulfonyl>-β-L-talofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / pyridine / 24 h / 45 °C

2: 90 percent / NaN₃ / dimethylsulfoxide / 3 h / 80 °C

3: 84 percent / methanolic HCl / 12 h / Ambient temperature

4: 95 percent / pyridine / CH₂Cl₂ / 1 h at -50 deg C, 30 min at 0 deg C

With pyridine; hydrogenchloride; sodium azide; In dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00003a040