(S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoate

Base Information

• Chemical Name: (S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoate
• CAS No.: 104523-59-3
• Molecular Formula: C₂₂H₂₇NO₄Se
• Molecular Weight: 448.421
• Mol file: 104523-59-3.mol

Synonyms:(S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoate

Chemical Property of (S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoate

There total 4 articles about (S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoate 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%

(S)-2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoic acid (1028258-40-3) + benzyl alcohol (100-51-6,185532-71-2) → (S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoate (104523-59-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1021/ja312510m

Reference yield:

Boc-Glu-OBn (30924-93-7) → (S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoate (104523-59-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 3.) irrad.

2: 1.) sodium borohydride / 1.) EtOH, RT, 2.) EtOH, RT, 20 min

With sodium tetrahydroborate;

DOI:10.1016/S0040-4020(01)97206-0

Reference yield:

diphenyl diselenide (1666-13-3) + Boc-Glu-OBn (30924-93-7) → (S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-(phenylselanyl)butanoate (104523-59-3)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0040-4020(01)90305-9

upstream raw materials:

diphenyl diselenide

Boc-Glu-OBn

benzyl 4-bromo-2-<(tert-butyloxy)carbonylamino>butanoate

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

Downstream raw materials:

(S)-benzyl 2-((tert-butoxycarbonyl)amino)but-3-enoate