tert-butyl (2R,3S,4S)-3,4-epoxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pentanoate

Base Information

• Chemical Name: tert-butyl (2R,3S,4S)-3,4-epoxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pentanoate
• CAS No.: 1085965-70-3
• Molecular Formula: C₂₂H₃₅NO₅S
• Molecular Weight: 425.59
• Mol file: 1085965-70-3.mol

Synonyms:tert-butyl (2R,3S,4S)-3,4-epoxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pentanoate

Chemical Property of tert-butyl (2R,3S,4S)-3,4-epoxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2R,3S,4S)-3,4-epoxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pentanoate

There total 4 articles about tert-butyl (2R,3S,4S)-3,4-epoxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pentanoate 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: 65.0%

tert-butyl (2R,3E)-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-3-enoate (1085965-65-6) → tert-butyl (2R,3S,4S)-3,4-epoxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pentanoate (1085965-70-3) + tert-butyl (2R,3R,4R)-3,4-epoxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pentanoate (1085965-71-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1021/jm800930w

Reference yield: 22.0%

→ tert-butyl (2R,3S,4S)-3,4-epoxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pentanoate (1085965-70-3)

Guidance literature:

Reference yield:

C18H25NO4S → tert-butyl (2R,3S,4S)-3,4-epoxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pentanoate (1085965-70-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(l) cyanide; lithium chloride / tetrahydrofuran / 0.5 h / -78 - 4 °C

1.2: 0.5 h

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 h / 20 °C

With copper(l) cyanide; 3-chloro-benzenecarboperoxoic acid; lithium chloride; In tetrahydrofuran; dichloromethane;

upstream raw materials:

tert-butyl (2R,3E)-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-3-enoate

methyl (2R)-1-((2,4,6-trimethylphenyl)sulfonyl)-2-aziridinecarboxylate

Downstream raw materials:

tert-butyl (4R,2E)-4-hydroxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate