tert-Butyl 2-(phenylselanyl)propanoate

Base Information

• Chemical Name: tert-Butyl 2-(phenylselanyl)propanoate
• CAS No.: 124929-03-9
• Molecular Formula: C13H18O2Se
• DSSTox Substance ID: DTXSID40559946
• Mol file: 124929-03-9.mol

Synonyms:124929-03-9;tert-Butyl 2-(phenylselanyl)propanoate;DTXSID40559946;t-butyl 2-phenylselanyl propanoate

Chemical Property of tert-Butyl 2-(phenylselanyl)propanoate

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 286.04720
• Heavy Atom Count: 16
• Complexity: 227

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)OC(C)(C)C)[Se]C1=CC=CC=C1

Technology Process of tert-Butyl 2-(phenylselanyl)propanoate

There total 1 articles about tert-Butyl 2-(phenylselanyl)propanoate 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:

tert-butyl 2-bromopropionate (39149-80-9,54631-38-8,98104-35-9,32821-07-1) + diphenyl diselenide (1666-13-3) → tert-butyl 2-phenylselenopropionate (124929-03-9)

Guidance literature:

With sodium tetrahydroborate; Yield given. Multistep reaction; 1.) MeOH, room temperature, 10 min,2 ) 2 h;

DOI:10.1021/jo971595s

Reference yield:

tert-butyl 2-phenylselenopropionate (124929-03-9) + 3-(N-tert-butoxycarbonyl-N-ethylamino)-1-propanal → 5-(tert-butoxycarbonyl-ethyl-amino)-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid tert-butyl ester + 5-(tert-butoxycarbonyl-ethyl-amino)-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid tert-butyl ester

Guidance literature:

tert-butyl 2-phenylselenopropionate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;

3-(N-tert-butoxycarbonyl-N-ethylamino)-1-propanal; In tetrahydrofuran; at -78 ℃; for 4h; Further stages.;

DOI:10.1021/ol015758h

Reference yield:

tert-butyl 2-phenylselenopropionate (124929-03-9) → (2R,3S)-5-Ethylamino-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; various solvent(s) / 0.5 h / -78 °C

1.2: tetrahydrofuran; various solvent(s) / 4 h / -78 °C

2.1: HCl / CH₂Cl₂; dioxane / 1 h / 20 °C

With hydrogenchloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1021/ol015758h

upstream raw materials:

tert-butyl 2-bromopropionate

diphenyl diselenide

Downstream raw materials:

2-((2R,3S,4S)-4-Iodo-2-octyl-5-oxo-tetrahydro-furan-3-yl)-2-phenylselanyl-propionic acid tert-butyl ester

2-((2S,3R,4R)-2-Ethyl-4-iodo-5-oxo-tetrahydro-furan-3-yl)-2-phenylselanyl-propionic acid tert-butyl ester

(3aR,4R,6aR)-3-Methyl-4-octyl-3-phenylselanyl-dihydro-furo[3,4-b]furan-2,6-dione

(3aS,4S,6aS)-4-Ethyl-3-methyl-3-phenylselanyl-dihydro-furo[3,4-b]furan-2,6-dione