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

Base Information

• Chemical Name: tert-butyl (4R,2E)-4-hydroxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate
• CAS No.: 1085965-72-5
• Molecular Formula: C₂₂H₃₅NO₅S
• Molecular Weight: 425.59
• Mol file: 1085965-72-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about tert-butyl (4R,2E)-4-hydroxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate 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: 98.0%

tert-butyl (2R,3S,4S)-3,4-epoxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pentanoate (1085965-70-3) → tert-butyl (4R,2E)-4-hydroxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate (1085965-72-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 4 - 20 ℃;

DOI:10.1021/jm800930w

Reference yield: 98.0%

n-hexane-EtOAc + tert-butyl (2R,3S,4S)-3,4-epoxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pentanoate (1085965-70-3) → tert-butyl (4R,2E)-4-hydroxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate (1085965-72-5)

Guidance literature:

With NaH; ammonium chloride; In tetrahydrofuran;

Reference yield:

tert-butyl (2R,3E)-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-3-enoate (1085965-65-6) → tert-butyl (4R,2E)-4-hydroxy-2-isobutyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate (1085965-72-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 h / 20 °C

2: sodium hydride / tetrahydrofuran; mineral oil / 2 h / 4 - 20 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; mineral oil;

upstream raw materials:

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

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 (4S,2E)-2-isobutyl-4,5-[N-(2,4,6-trimethylphenylsulfonyl)epimino]-pent-2-enoate