(2R,3R)-3-Hydroxy-2,5-dimethyl-hexanoic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester

Base Information

• Chemical Name: (2R,3R)-3-Hydroxy-2,5-dimethyl-hexanoic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester
• CAS No.: 518308-46-8
• Molecular Formula: C₂₇H₃₁NO₅S
• Molecular Weight: 481.613
• Mol file: 518308-46-8.mol

Synonyms:(2R,3R)-3-Hydroxy-2,5-dimethyl-hexanoic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester

Chemical Property of (2R,3R)-3-Hydroxy-2,5-dimethyl-hexanoic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-3-Hydroxy-2,5-dimethyl-hexanoic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester

There total 7 articles about (2R,3R)-3-Hydroxy-2,5-dimethyl-hexanoic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester 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:

isovaleraldehyde (590-86-3) + Propionic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester (518308-45-7) → (2R,3R)-3-Hydroxy-2,5-dimethyl-hexanoic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester (518308-46-8) + (2R,3S)-3-Hydroxy-2,5-dimethyl-hexanoic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester

Guidance literature:

With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile; at -78 ℃; for 2h;

DOI:10.1021/ol034086n

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (2R,3R)-3-Hydroxy-2,5-dimethyl-hexanoic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester (518308-46-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / DMAP; Et₃N / CH₂Cl₂; acetonitrile / 4 h / 0 °C

2: 95 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

3: TiCl₄; iPr₂NEt / CH₂Cl₂; acetonitrile / 2 h / -78 °C

With pyridine; dmap; titanium tetrachloride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;

DOI:10.1021/ol034086n

Reference yield:

(1S,2R)-2-amino-1-acenaphthenol (161595-81-9) → (2R,3R)-3-Hydroxy-2,5-dimethyl-hexanoic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester (518308-46-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / DMAP; Et₃N / CH₂Cl₂; acetonitrile / 4 h / 0 °C

2: 95 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

3: TiCl₄; iPr₂NEt / CH₂Cl₂; acetonitrile / 2 h / -78 °C

With pyridine; dmap; titanium tetrachloride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;

DOI:10.1021/ol034086n

upstream raw materials:

isovaleraldehyde

Propionic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester

p-toluenesulfonyl chloride

(1S,2R)-2-amino-1-acenaphthenol