2-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethoxy-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridin-3-one

Base Information

• Chemical Name: 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethoxy-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridin-3-one
• CAS No.: 249928-46-9
• Molecular Formula: C₃₁H₃₇NO₅SSi
• Molecular Weight: 563.79
• Mol file: 249928-46-9.mol

Synonyms:2-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethoxy-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridin-3-one

Chemical Property of 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethoxy-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridin-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethoxy-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridin-3-one

There total 2 articles about 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethoxy-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridin-3-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: 95.0%

orthoformic acid triethyl ester (122-51-0) + (2S,6S)-2-(tert-Butyldiphenylsilyloxymethyl)-6-hydroxy-1-tosyl-1,6-dihydropyridin-3(2H)-one (249928-45-8) → 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethoxy-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridin-3-one (249928-46-9)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/S0040-4039(99)01387-8

Reference yield:

(S)-1-(furan-2-yl)-2-tert-butyldiphenylsilyloxy-N-(toluene-4-sulfonyl)ethylamine (249928-44-7) → 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethoxy-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridin-3-one (249928-46-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / m-CPBA / CH₂Cl₂

2: 95 percent / BF₃*OEt₂; 4 Angstroem mol. sieves / tetrahydrofuran / 0 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; 1: Oxidation / 2: Etherification;

DOI:10.1016/S0040-4039(99)01387-8

Reference yield: 91.0%

2-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethoxy-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridin-3-one (249928-46-9) → (2S,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-ethoxy-1-(toluene-4-sulfonyl)-piperidin-3-one

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.1016/S0040-4039(99)01387-8

upstream raw materials:

orthoformic acid triethyl ester

(2S,6S)-2-(tert-Butyldiphenylsilyloxymethyl)-6-hydroxy-1-tosyl-1,6-dihydropyridin-3(2H)-one

(S)-1-(furan-2-yl)-2-tert-butyldiphenylsilyloxy-N-(toluene-4-sulfonyl)ethylamine

Downstream raw materials:

[(2S,5R,6S)-5-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-piperidin-2-yl]-acetaldehyde

(2S,3R,6S)-3-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethoxy-1-(toluene-4-sulfonyl)-piperidine

(2S,3R,6S)-6-Allyl-3-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-piperidine

12-[(2R,5R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-1-(toluene-4-sulfonyl)-piperidin-2-yl]-dodecan-3-one