6-((R)-1,2,3,4-tetrahydro-1-tosylpyridin-2-yl)hexanoic acid

Base Information

• Chemical Name: 6-((R)-1,2,3,4-tetrahydro-1-tosylpyridin-2-yl)hexanoic acid
• CAS No.: 1427307-08-1
• Molecular Formula: C₁₈H₂₅NO₄S
• Molecular Weight: 351.467
• Mol file: 1427307-08-1.mol

Synonyms:6-((R)-1,2,3,4-tetrahydro-1-tosylpyridin-2-yl)hexanoic acid

Chemical Property of 6-((R)-1,2,3,4-tetrahydro-1-tosylpyridin-2-yl)hexanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-((R)-1,2,3,4-tetrahydro-1-tosylpyridin-2-yl)hexanoic acid

There total 1 articles about 6-((R)-1,2,3,4-tetrahydro-1-tosylpyridin-2-yl)hexanoic acid 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: 95.0%

6-((R)-1,2,3,4-tetrahydro-1-tosylpyridin-2-yl)hexanal (1427307-07-0) → 6-((R)-1,2,3,4-tetrahydro-1-tosylpyridin-2-yl)hexanoic acid (1427307-08-1)

Guidance literature:

With sodium hydroxide; silver(l) oxide; In diethyl ether; water; Inert atmosphere;

DOI:10.1016/j.tet.2013.01.060

Reference yield: 91.0%

6-((R)-1,2,3,4-tetrahydro-1-tosylpyridin-2-yl)hexanoic acid (1427307-08-1) + methyl iodide (74-88-4) → methyl 6-((R)-1,2,3,4-tetrahydro-1-tosylpyridin-2-yl)-hexanoate (1427307-09-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; for 3h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2013.01.060

Reference yield:

6-((R)-1,2,3,4-tetrahydro-1-tosylpyridin-2-yl)hexanoic acid (1427307-08-1) → methyl 6-((2R,5S,6S)-5,6-dihydroxy-1-tosylpiperidin-2-yl)-hexanoate (1427307-10-5) + methyl 6-((2R,5R,6S)-5,6-dihydroxy-1-tosylpiperidin-2-yl)-hexanoate

Guidance literature:

Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 3 h / Inert atmosphere; Reflux

2: methanesulfonamide; 4-methylmorpholine N-oxide; potassium osmate(VI); water / tetrahydrofuran / Inert atmosphere

With potassium osmate(VI); methanesulfonamide; water; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; toluene; 2: |Upjohn Dihydroxylation;

DOI:10.1016/j.tet.2013.01.060

upstream raw materials:

6-((R)-1,2,3,4-tetrahydro-1-tosylpyridin-2-yl)hexanal

Downstream raw materials:

methyl 6-((2R,5S,6S)-5,6-dihydroxy-1-tosylpiperidin-2-yl)-hexanoate

methyl 6-((R)-1,2,3,4-tetrahydro-1-tosylpyridin-2-yl)-hexanoate