(2S,4aR,7R,8R,8aR)-7-Azido-6-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Base Information

Chemical Name:(2S,4aR,7R,8R,8aR)-7-Azido-6-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol
CAS No.:186972-18-9
Molecular Formula:C₁₃H₁₄FN₃O₄
Molecular Weight:295.27
Hs Code.:

Synonyms:(2S,4aR,7R,8R,8aR)-7-Azido-6-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

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Chemical Property of (2S,4aR,7R,8R,8aR)-7-Azido-6-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

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Technology Process of (2S,4aR,7R,8R,8aR)-7-Azido-6-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

There total 3 articles about (2S,4aR,7R,8R,8aR)-7-Azido-6-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol 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:

: 1125-88-8
benzaldehyde dimethyl acetal

: (2R,3R,4R,5R)-5-Azido-6-fluoro-2-hydroxymethyl-tetrahydro-pyran-3,4-diol

: 186972-18-9
(2S,4aR,7R,8R,8aR)-7-Azido-6-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Guidance literature:: With camphor-10-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Yield given;
DOI:10.1039/cc9960002779

Reference yield:

: 84278-00-2
1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose

: 186972-18-9
(2S,4aR,7R,8R,8aR)-7-Azido-6-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) BnNH₂, 2.) diethylaminosulfur trifluoride / 1.) THF, 20 deg C, 2 h, 2.) 20 deg C, 3 h

2: NaOMe / methanol; tetrahydrofuran / 2 h / 20 °C

3: camphorsulfonic acid / dimethylformamide / 2 h / 20 °C

With diethylamino-sulfur trifluoride; camphor-10-sulfonic acid; sodium methylate; benzylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1039/cc9960002779

Reference yield:

: 186972-17-8
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl fluoride

: 186972-18-9
(2S,4aR,7R,8R,8aR)-7-Azido-6-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Guidance literature:: Multi-step reaction with 2 steps

1: NaOMe / methanol; tetrahydrofuran / 2 h / 20 °C

2: camphorsulfonic acid / dimethylformamide / 2 h / 20 °C

With camphor-10-sulfonic acid; sodium methylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1039/cc9960002779