(S,S)-2-tert-butyl-6-[(tert-butyldimethylsilyloxy)phenylmethyl]-3-methoxypyridin-4-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Base Information

• Chemical Name: (S,S)-2-tert-butyl-6-[(tert-butyldimethylsilyloxy)phenylmethyl]-3-methoxypyridin-4-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• CAS No.: 1191954-39-8
• Molecular Formula: C₃₃H₄₂F₃NO₅Si
• Molecular Weight: 617.781
• Mol file: 1191954-39-8.mol

Synonyms:(S,S)-2-tert-butyl-6-[(tert-butyldimethylsilyloxy)phenylmethyl]-3-methoxypyridin-4-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Chemical Property of (S,S)-2-tert-butyl-6-[(tert-butyldimethylsilyloxy)phenylmethyl]-3-methoxypyridin-4-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,S)-2-tert-butyl-6-[(tert-butyldimethylsilyloxy)phenylmethyl]-3-methoxypyridin-4-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

There total 4 articles about (S,S)-2-tert-butyl-6-[(tert-butyldimethylsilyloxy)phenylmethyl]-3-methoxypyridin-4-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 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: 68.0%

(S)-2-tert-butyl-6-[(tert-butyldimethylsilyloxy)phenylmethyl]-3-methoxypyridin-4(1H)-one (1191954-33-2,1191954-42-3) + (R)-methoxytrifluoromethylphenylacetyl chloride (20445-33-4,39637-99-5) → (S,S)-2-tert-butyl-6-[(tert-butyldimethylsilyloxy)phenylmethyl]-3-methoxypyridin-4-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate (1191954-39-8)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 16h; optical yield given as %de; Inert atmosphere;

DOI:10.3762/bjoc.7.108

Reference yield:

C23H37NO4Si → (S,S)-2-tert-butyl-6-[(tert-butyldimethylsilyloxy)phenylmethyl]-3-methoxypyridin-4-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate (1191954-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate; triethylamine / dichloromethane / Inert atmosphere; Reflux

2: pyridine / dichloromethane / 16 h / 20 °C / Inert atmosphere

With pyridine; trimethylsilyl trifluoromethanesulfonate; triethylamine; In dichloromethane;

DOI:10.3762/bjoc.7.108

Reference yield:

tert-butyl isocyanide (630-18-2) → (S,S)-2-tert-butyl-6-[(tert-butyldimethylsilyloxy)phenylmethyl]-3-methoxypyridin-4-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate (1191954-39-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / diethyl ether; hexane / -40 °C / Inert atmosphere

1.2: Inert atmosphere; Cooling

1.3: 20 °C / Inert atmosphere; Cooling

2.1: trimethylsilyl trifluoromethanesulfonate; triethylamine / dichloromethane / Inert atmosphere; Reflux

3.1: pyridine / dichloromethane / 16 h / 20 °C / Inert atmosphere

With pyridine; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; triethylamine; In diethyl ether; hexane; dichloromethane;

DOI:10.3762/bjoc.7.108

upstream raw materials:

(S)-2-tert-butyl-6-[(tert-butyldimethylsilyloxy)phenylmethyl]-3-methoxypyridin-4(1H)-one

(R)-methoxytrifluoromethylphenylacetyl chloride

tert-butyl isocyanide

2-tert-butyldimethylsilyloxy-2-phenylethanoic acid