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

Base Information

Chemical Name:{(3R,4S,5S)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-4-hydroxy-tetrahydro-thiopyran-3-yl}-carbamic acid tert-butyl ester
CAS No.:1123173-42-1
Molecular Formula:C₁₉H₂₄F₄N₂O₆S
Molecular Weight:484.469
Hs Code.:

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

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Chemical Property of {(3R,4S,5S)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-4-hydroxy-tetrahydro-thiopyran-3-yl}-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of {(3R,4S,5S)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-4-hydroxy-tetrahydro-thiopyran-3-yl}-carbamic acid tert-butyl ester

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

: 75-89-8
2,2,2-trifluoroethanol

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

: 1123173-42-1
{(3R,4S,5S)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-4-hydroxy-tetrahydro-thiopyran-3-yl}-carbamic acid tert-butyl ester

Guidance literature:: With potassium hydroxide; In tetrahydrofuran; for 4h; Heating / reflux;

Reference yield:

: 1123173-42-1
{(3R,4S,5S)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-4-hydroxy-tetrahydro-thiopyran-3-yl}-carbamic acid tert-butyl ester

: 1123173-44-3
{(1R,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

: 1123173-46-5
{(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

Guidance literature:: With dihydrogen peroxide; acetic acid; In tetrahydrofuran; water; at 25 ℃; for 16h;

Reference yield:

: 1123173-42-1
{(3R,4S,5S)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-4-hydroxy-tetrahydro-thiopyran-3-yl}-carbamic acid tert-butyl ester

: 1123340-17-9
C₂₅H₃₂F₄N₂O₃S

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

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

5: hydrogen; palladium 10% on activated carbon / methanol / 45 °C

With palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; sodium acetate; sodium cyanoborohydride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; acetic acid;
DOI:10.1016/j.bmcl.2013.07.071