(2R,3R)-3-Cyclohexyl-3-hydroxy-2-methyl-propionic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester

Base Information

• Chemical Name: (2R,3R)-3-Cyclohexyl-3-hydroxy-2-methyl-propionic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester
• CAS No.: 518308-51-5
• Molecular Formula: C₂₉H₃₃NO₅S
• Molecular Weight: 507.651
• Mol file: 518308-51-5.mol

Synonyms:(2R,3R)-3-Cyclohexyl-3-hydroxy-2-methyl-propionic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester

Chemical Property of (2R,3R)-3-Cyclohexyl-3-hydroxy-2-methyl-propionic 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-Cyclohexyl-3-hydroxy-2-methyl-propionic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester

There total 7 articles about (2R,3R)-3-Cyclohexyl-3-hydroxy-2-methyl-propionic 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: 84.0%

cyclohexanecarbaldehyde (2043-61-0) + Propionic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester (518308-45-7) → (2R,3R)-3-Cyclohexyl-3-hydroxy-2-methyl-propionic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester (518308-51-5)

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-Cyclohexyl-3-hydroxy-2-methyl-propionic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester (518308-51-5)

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: 84 percent / 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-Cyclohexyl-3-hydroxy-2-methyl-propionic acid (1S,2R)-2-(toluene-4-sulfonylamino)-acenaphthen-1-yl ester (518308-51-5)

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: 84 percent / 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:

cyclohexanecarbaldehyde

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

p-toluenesulfonyl chloride

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

Downstream raw materials:

(1R,2S)-1-cyclohexyl-2-methyl-1,3-propanediol