(2S,6S)-6-ethoxy-1,6-dihydro-2-methyl-N-tosylpyridin-3(2H)-one

Base Information

• Chemical Name: (2S,6S)-6-ethoxy-1,6-dihydro-2-methyl-N-tosylpyridin-3(2H)-one
• CAS No.: 148346-41-2
• Molecular Formula: C₁₅H₁₉NO₄S
• Molecular Weight: 309.386
• Mol file: 148346-41-2.mol

Synonyms:(2S,6S)-6-ethoxy-1,6-dihydro-2-methyl-N-tosylpyridin-3(2H)-one

Chemical Property of (2S,6S)-6-ethoxy-1,6-dihydro-2-methyl-N-tosylpyridin-3(2H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,6S)-6-ethoxy-1,6-dihydro-2-methyl-N-tosylpyridin-3(2H)-one

There total 2 articles about (2S,6S)-6-ethoxy-1,6-dihydro-2-methyl-N-tosylpyridin-3(2H)-one 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: 99.8%

(2S,6S)-1,6-dihydro-6-hydroxy-2-methyl-N-tosylpyridin-3(2H)-one (148346-42-3) + orthoformic acid triethyl ester (122-51-0) → (2S,6S)-6-ethoxy-1,6-dihydro-2-methyl-N-tosylpyridin-3(2H)-one (148346-41-2)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In diethyl ether; for 2h; Ambient temperature;

Reference yield:

(S)-N-tosyl-α'-methyl-α-furfuryl amine (134452-27-0) → (2S,6S)-6-ethoxy-1,6-dihydro-2-methyl-N-tosylpyridin-3(2H)-one (148346-41-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94.6 percent / mCPBA / CH₂Cl₂ / 1 h / 30 °C

2: 99.8 percent / BF₃*Et₂O, 4 Angstroem molecular sieves / diethyl ether / 2 h / Ambient temperature

With 4 A molecular sieve; boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane;

Reference yield: 89.0%

(2S,6S)-6-ethoxy-1,6-dihydro-2-methyl-N-tosylpyridin-3(2H)-one (148346-41-2) → (2S,3R,6S)-6-ethoxy-2-methyl-N-tosylpiperidin-3-ol (148256-99-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; at -60 - -20 ℃; for 0.333333h;

upstream raw materials:

(2S,6S)-1,6-dihydro-6-hydroxy-2-methyl-N-tosylpyridin-3(2H)-one

orthoformic acid triethyl ester

(S)-N-tosyl-α'-methyl-α-furfuryl amine

Downstream raw materials:

(2S,3R,6S)-6-ethoxy-2-methyl-N-tosylpiperidin-3-ol

(2S,3R,6R)-2-methyl-6-propyl-N-tosylpiperidin-3-ol

(2S,3R,6S)-6-allyl-2-methyl-N-tosylpiperidin-3-ol

S-methyl O-<(2S,3R,6R)-2-methyl-6-propyl-N-tosylpiperidin-3-yl> dithiocarbonate