benzyl N-(tert-butoxycarbonyl)-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninate

Base Information

• Chemical Name: benzyl N-(tert-butoxycarbonyl)-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninate
• CAS No.: 850318-84-2
• Molecular Formula: C₂₈H₃₄N₂O₇S
• Molecular Weight: 542.653
• Mol file: 850318-84-2.mol

Synonyms:benzyl N-(tert-butoxycarbonyl)-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninate

Chemical Property of benzyl N-(tert-butoxycarbonyl)-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl N-(tert-butoxycarbonyl)-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninate

There total 1 articles about benzyl N-(tert-butoxycarbonyl)-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninate 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: 68.0%

2-tert-butyl-5-chloro-1,1-dioxo-1,2-dihydro-1λ6-isothiazol-3-one (850314-47-5) + 4-((2S)-3-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]-(3-oxopropyl))phenylboronic acid → benzyl N-(tert-butoxycarbonyl)-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninate (850318-84-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; at 80 ℃;

DOI:10.1021/jm0600904

Reference yield: 93.0%

benzyl N-(tert-butoxycarbonyl)-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninate (850318-84-2) → (2S)-2-[(tert-butoxycarbonyl)amino]-3-[4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]propanoic acid (905280-60-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm0600904

Reference yield:

benzyl N-(tert-butoxycarbonyl)-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninate (850318-84-2) → {1-(1H-benzoimidazol-2-yl)-2-[4-(2-tert-butyl-1,1,3-trioxo-1λ6-isothiazolidin-5-yl)-phenyl]-ethyl}-carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / H₂ / Pd/C / ethanol

2: N,N,N',N'-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium*PF₆; N,N-diisopropylethylamine / dimethylformamide / 20 °C

3: acetic acid / 2 h / 40 °C

With hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; HATU; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm0600904

upstream raw materials:

2-tert-butyl-5-chloro-1,1-dioxo-1,2-dihydro-1λ⁶-isothiazol-3-one

Downstream raw materials:

(2S)-2-[(tert-butoxycarbonyl)amino]-3-[4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]propanoic acid