(1S,3R,4S,5S)-3-(3-tert-butyl-benzylamino)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-1-oxo-tetrahydro-thiopyran-4-ol

Base Information

Chemical Name:(1S,3R,4S,5S)-3-(3-tert-butyl-benzylamino)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-1-oxo-tetrahydro-thiopyran-4-ol
CAS No.:1123173-38-5
Molecular Formula:C₂₅H₃₀F₄N₂O₅S
Molecular Weight:546.583
Hs Code.:

Synonyms:(1S,3R,4S,5S)-3-(3-tert-butyl-benzylamino)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-1-oxo-tetrahydro-thiopyran-4-ol

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Chemical Property of (1S,3R,4S,5S)-3-(3-tert-butyl-benzylamino)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-1-oxo-tetrahydro-thiopyran-4-ol

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Technology Process of (1S,3R,4S,5S)-3-(3-tert-butyl-benzylamino)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-1-oxo-tetrahydro-thiopyran-4-ol

There total 6 articles about (1S,3R,4S,5S)-3-(3-tert-butyl-benzylamino)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-1-oxo-tetrahydro-thiopyran-4-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:

: C₂₅H₂₈F₄N₂O₅S

: 1123173-38-5
(1S,3R,4S,5S)-3-(3-tert-butyl-benzylamino)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-1-oxo-tetrahydro-thiopyran-4-ol

Guidance literature:: With sodium cyanoborohydride; In methanol; at 25 ℃; for 1h;
DOI:10.1016/j.bmcl.2013.07.071

Reference yield:

: 1123172-99-5
((3R,4S,5S)-5-(3,5-difluoro-4-nitrobenzyl)-4-hydroxy-1,1-dioxidotetrahydro-2H-thiopyran-3-yl)carbamate

: 1123173-38-5
(1S,3R,4S,5S)-3-(3-tert-butyl-benzylamino)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-1-oxo-tetrahydro-thiopyran-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: potassium hexamethylsilazane / tetrahydrofuran / 24 h / 25 °C

2: dihydrogen peroxide / tetrahydrofuran; acetic acid / 6 h / 25 °C

3: trifluoroacetic acid / dichloromethane / 1 h / 25 °C

4: sodium acetate / dichloromethane; methanol / 2 h / 25 °C

5: sodium cyanoborohydride / methanol / 1 h / 25 °C

With dihydrogen peroxide; sodium acetate; potassium hexamethylsilazane; sodium cyanoborohydride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; acetic acid;
DOI:10.1016/j.bmcl.2013.07.071

Reference yield:

: 1123173-46-5
{(1S,3R,4S,5S)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-4-hydroxy-1-oxo-tetrahydro-thiopyran-3-yl}-carbamic acid tert-butyl ester

: 1123173-38-5
(1S,3R,4S,5S)-3-(3-tert-butyl-benzylamino)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-1-oxo-tetrahydro-thiopyran-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 1 h / 25 °C

2: sodium acetate / dichloromethane; methanol / 2 h / 25 °C

3: sodium cyanoborohydride / methanol / 1 h / 25 °C

With sodium acetate; sodium cyanoborohydride; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2013.07.071