(4S,5R)-tert-butyl 4-((5-chloro-2-fluoro-4-(5-(2-(isopropylamino)-6-methylpyridin-4-yl)-1,3,4-thiadiazol-2-yl)phenoxy)methyl)-2,2,5-trimethyloxazolidine-3-carboxylate

Base Information

• Chemical Name: (4S,5R)-tert-butyl 4-((5-chloro-2-fluoro-4-(5-(2-(isopropylamino)-6-methylpyridin-4-yl)-1,3,4-thiadiazol-2-yl)phenoxy)methyl)-2,2,5-trimethyloxazolidine-3-carboxylate
• CAS No.: 1246391-46-7
• Molecular Formula: C₂₉H₃₇ClFN₅O₄S
• Molecular Weight: 606.161
• Mol file: 1246391-46-7.mol

Synonyms:(4S,5R)-tert-butyl 4-((5-chloro-2-fluoro-4-(5-(2-(isopropylamino)-6-methylpyridin-4-yl)-1,3,4-thiadiazol-2-yl)phenoxy)methyl)-2,2,5-trimethyloxazolidine-3-carboxylate

Chemical Property of (4S,5R)-tert-butyl 4-((5-chloro-2-fluoro-4-(5-(2-(isopropylamino)-6-methylpyridin-4-yl)-1,3,4-thiadiazol-2-yl)phenoxy)methyl)-2,2,5-trimethyloxazolidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-tert-butyl 4-((5-chloro-2-fluoro-4-(5-(2-(isopropylamino)-6-methylpyridin-4-yl)-1,3,4-thiadiazol-2-yl)phenoxy)methyl)-2,2,5-trimethyloxazolidine-3-carboxylate

There total 4 articles about (4S,5R)-tert-butyl 4-((5-chloro-2-fluoro-4-(5-(2-(isopropylamino)-6-methylpyridin-4-yl)-1,3,4-thiadiazol-2-yl)phenoxy)methyl)-2,2,5-trimethyloxazolidine-3-carboxylate 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:

(4S,5R)-tert-butyl 4-(hydroxymethyl)-2,2,5-trimethyloxazolidine-3-carboxylate (1264520-06-0) + (x)C2HF3O2*C17H15ClF2N4S → (4S,5R)-tert-butyl 4-((5-chloro-2-fluoro-4-(5-(2-(isopropylamino)-6-methylpyridin-4-yl)-1,3,4-thiadiazol-2-yl)phenoxy)methyl)-2,2,5-trimethyloxazolidine-3-carboxylate (1246391-46-7)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at 0 - 20 ℃; for 4h; Inert atmosphere;

Reference yield:

methyl (2R,3R)-2-[[(tert-butoxy)carbonyl]amino]-3-hydroxybutanoate (60538-19-4) → (4S,5R)-tert-butyl 4-((5-chloro-2-fluoro-4-(5-(2-(isopropylamino)-6-methylpyridin-4-yl)-1,3,4-thiadiazol-2-yl)phenoxy)methyl)-2,2,5-trimethyloxazolidine-3-carboxylate (1246391-46-7)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / toluene / 6 h / 80 °C

2: lithium borohydride / tetrahydrofuran; methanol / 20 °C / Cooling with ice

3: potassium hexamethylsilazane / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere

With lithium borohydride; potassium hexamethylsilazane; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; toluene;

Reference yield:

(4R,5R)-3-tert-butyl 4-methyl 2,2,5-trimethyloxazolidine-3,4-dicarboxylate (1013028-26-6,1303590-18-2,1393440-06-6) → (4S,5R)-tert-butyl 4-((5-chloro-2-fluoro-4-(5-(2-(isopropylamino)-6-methylpyridin-4-yl)-1,3,4-thiadiazol-2-yl)phenoxy)methyl)-2,2,5-trimethyloxazolidine-3-carboxylate (1246391-46-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium borohydride / tetrahydrofuran; methanol / 20 °C / Cooling with ice

2: potassium hexamethylsilazane / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere

With lithium borohydride; potassium hexamethylsilazane; In tetrahydrofuran; methanol; toluene;

upstream raw materials:

(4S,5R)-tert-butyl 4-(hydroxymethyl)-2,2,5-trimethyloxazolidine-3-carboxylate

methyl (2R,3R)-2-[[(tert-butoxy)carbonyl]amino]-3-hydroxybutanoate

(4R,5R)-3-tert-butyl 4-methyl 2,2,5-trimethyloxazolidine-3,4-dicarboxylate

Downstream raw materials:

(2R,3S)-3-amino-4-{5-chloro-2-fluoro-4-[5-(2-isopropylamino-6-methylpyridin-4-yl)-[1,3,4]thiadiazol-2-yl]phenoxy}butan-2-ol