(S)-Se-(2-(2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)ethyl) 2-phenylethaneselenoate

Base Information

• Chemical Name: (S)-Se-(2-(2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)ethyl) 2-phenylethaneselenoate
• CAS No.: 1429753-18-3
• Molecular Formula: C₂₄H₃₀N₂O₄Se
• Molecular Weight: 489.473
• Mol file: 1429753-18-3.mol

Synonyms:(S)-Se-(2-(2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)ethyl) 2-phenylethaneselenoate

Chemical Property of (S)-Se-(2-(2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)ethyl) 2-phenylethaneselenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-Se-(2-(2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)ethyl) 2-phenylethaneselenoate

There total 3 articles about (S)-Se-(2-(2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)ethyl) 2-phenylethaneselenoate 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: 66.0%

(S)-tert-butyl (1-((2-hydroxyethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (87976-65-6) + (2-phenyl)-selenoacetic acid (844697-83-2) → (S)-Se-(2-(2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)ethyl) 2-phenylethaneselenoate (1429753-18-3)

Guidance literature:

(S)-tert-butyl (1-((2-hydroxyethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate; With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -50 ℃; for 0.25h;

(2-phenyl)-selenoacetic acid; In tetrahydrofuran; at -50 - 23 ℃; for 2h;

DOI:10.3390/molecules18021963

Reference yield:

phenylacetic acid (103-82-2) → (S)-Se-(2-(2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)ethyl) 2-phenylethaneselenoate (1429753-18-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: woollins’ reagent / toluene / 2 h / Reflux

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.25 h / -50 °C

2.2: 2 h / -50 - 23 °C

With di-isopropyl azodicarboxylate; triphenylphosphine; woollins’ reagent; In tetrahydrofuran; toluene;

DOI:10.3390/molecules18021963

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S)-Se-(2-(2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)ethyl) 2-phenylethaneselenoate (1429753-18-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.25 h / 0 °C

1.2: 12 h / 0 - 20 °C

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.25 h / -50 °C

2.2: 2 h / -50 - 23 °C

With di-isopropyl azodicarboxylate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; acetonitrile;

DOI:10.3390/molecules18021963

upstream raw materials:

(S)-tert-butyl (1-((2-hydroxyethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

(2-phenyl)-selenoacetic acid

phenylacetic acid

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

(S)-2-(2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)ethaneseleninic acid

(S)-Se-(2-(2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)ethyl) 4-methylbenzenesulfonoselenoate

(6S,14R,19S)-19-amino-6-benzyl-14-((carboxymethyl)carbamoyl)-2,2-dimethyl-4,7,16-trioxo-3-oxa-12-thia-11-selena-5,8,15-triazaicosan-20-oic acid