trifluoroethyl 4-O-benzyl-2,3,6,7-tetradeoxy-α-D-gluco-octopyranoside

Base Information

Chemical Name:trifluoroethyl 4-O-benzyl-2,3,6,7-tetradeoxy-α-D-gluco-octopyranoside
CAS No.:321126-24-3
Molecular Formula:C₁₇H₂₃F₃O₄
Molecular Weight:348.362
Hs Code.:

Synonyms:trifluoroethyl 4-O-benzyl-2,3,6,7-tetradeoxy-α-D-gluco-octopyranoside

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Chemical Property of trifluoroethyl 4-O-benzyl-2,3,6,7-tetradeoxy-α-D-gluco-octopyranoside

Chemical Property:

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Technology Process of trifluoroethyl 4-O-benzyl-2,3,6,7-tetradeoxy-α-D-gluco-octopyranoside

There total 9 articles about trifluoroethyl 4-O-benzyl-2,3,6,7-tetradeoxy-α-D-gluco-octopyranoside 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:

: 321126-29-8
3-[(2R,3S,6S)-3-Benzyloxy-6-(2,2,2-trifluoro-ethoxy)-tetrahydro-pyran-2-yl]-propionaldehyde

: 321126-24-3
trifluoroethyl 4-O-benzyl-2,3,6,7-tetradeoxy-α-D-gluco-octopyranoside

Guidance literature:: With sodium tetrahydroborate; In methanol;
DOI:10.1016/0040-4039(96)00651-X

Reference yield:

: 321126-19-6
2,2,2-trifluoroethyl?4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

: 321126-24-3
trifluoroethyl 4-O-benzyl-2,3,6,7-tetradeoxy-α-D-gluco-octopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: 29.3 g / H₂ / Pd/C / ethyl acetate / 16 h

2.1: 18 g / NaOMe / methanol / 2 h / 20 °C

3.1: 84 percent / pyridine / 2.5 h / 20 °C

4.1: 82 percent / NaH; Bu₄NI / tetrahydrofuran / 2 h / 20 °C

5.1: 98 percent / TMEDA / diethyl ether / 8 h / 20 °C

6.1: O₃; O₂ / CH₂Cl₂; methanol / -78 °C

6.2: triphenylphosphine / CH₂Cl₂; methanol / 2 h / -78 - 20 °C

7.1: 6.79 g / NaBH₄ / ethanol / 1 h / 20 °C

With pyridine; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; hydrogen; oxygen; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ethyl acetate; 1.1: Hydrogenation / 2.1: Deacetylation / 3.1: Tosylation / 4.1: Etherification / 5.1: Alkylation / 6.1: ozonolysis / 6.2: Decomposition / 7.1: Reduction;
DOI:10.1016/S0040-4020(00)00878-4

Reference yield:

: 2873-29-2
D-glucal triacetate

: 321126-24-3
trifluoroethyl 4-O-benzyl-2,3,6,7-tetradeoxy-α-D-gluco-octopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: 90 percent / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / 20 °C

2.1: 29.3 g / H₂ / Pd/C / ethyl acetate / 16 h

3.1: 18 g / NaOMe / methanol / 2 h / 20 °C

4.1: 84 percent / pyridine / 2.5 h / 20 °C

5.1: 82 percent / NaH; Bu₄NI / tetrahydrofuran / 2 h / 20 °C

6.1: 98 percent / TMEDA / diethyl ether / 8 h / 20 °C

7.1: O₃; O₂ / CH₂Cl₂; methanol / -78 °C

7.2: triphenylphosphine / CH₂Cl₂; methanol / 2 h / -78 - 20 °C

8.1: 6.79 g / NaBH₄ / ethanol / 1 h / 20 °C

With pyridine; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; boron trifluoride diethyl etherate; hydrogen; oxygen; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ethyl acetate; 1.1: Ferrier reaction / 2.1: Hydrogenation / 3.1: Deacetylation / 4.1: Tosylation / 5.1: Etherification / 6.1: Alkylation / 7.1: ozonolysis / 7.2: Decomposition / 8.1: Reduction;
DOI:10.1016/S0040-4020(00)00878-4