(S)-2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoic acid

Base Information

• Chemical Name: (S)-2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoic acid
• CAS No.: 1028258-40-3
• Molecular Formula: C₁₅H₂₁NO₄Se
• Molecular Weight: 358.296
• Mol file: 1028258-40-3.mol

Synonyms:(S)-2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoic acid

Chemical Property of (S)-2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoic acid

There total 2 articles about (S)-2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoic acid 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: 91.0%

diphenyl diselenide (1666-13-3) + tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate (40856-59-5,132957-40-5) → (S)-2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoic acid (1028258-40-3)

Guidance literature:

diphenyl diselenide; tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate; With sodium tetrahydroborate; In N,N-dimethyl-formamide; at 100 ℃; for 1.5h; Inert atmosphere;

With methanol; In N,N-dimethyl-formamide; at 0 ℃;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (S)-2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoic acid (1028258-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / Et₃N / CH₂Cl₂ / 12 h / Ambient temperature

2: NaBH₄ / dimethylformamide / 1 h / 100 °C

With sodium tetrahydroborate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-1996-4177

Reference yield: 93.0%

C2HF3O2*C11H20N2O + (S)-2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoic acid (1028258-40-3) → C26H39N3O4Se (1241032-65-4)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/ejoc.201000317

upstream raw materials:

diphenyl diselenide

tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate

di-tert-butyl dicarbonate

Downstream raw materials:

diphenylmethyl N-(tert-butoxycarbonyl)-2-<2'-(phenylseleno)ethyl>glycinate

diphenylmethyl N-(tert-butoxycarbonyl)-2-vinylglycinate

tert-butyl {(1S)-[(1S)-{(5R)-but-3-enylcarbamoyl-2,2-dimethyl-[1,3]dioxolan-(4S)-yl}-2-methylpropylcarbamoyl]-3-phenylselenylpropyl}carbamate

C₂₆H₃₉N₃O₄Se