(R)-2-[4-(tert-butyldimethylsilyloxy)phenethyl]-3,4-dihydro-2H-pyran

Base Information

• Chemical Name: (R)-2-[4-(tert-butyldimethylsilyloxy)phenethyl]-3,4-dihydro-2H-pyran
• CAS No.: 1202784-98-2
• Molecular Formula: C₁₉H₃₀O₂Si
• Molecular Weight: 318.531
• Mol file: 1202784-98-2.mol

Synonyms:(R)-2-[4-(tert-butyldimethylsilyloxy)phenethyl]-3,4-dihydro-2H-pyran

Chemical Property of (R)-2-[4-(tert-butyldimethylsilyloxy)phenethyl]-3,4-dihydro-2H-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (R)-2-[4-(tert-butyldimethylsilyloxy)phenethyl]-3,4-dihydro-2H-pyran

There total 1 articles about (R)-2-[4-(tert-butyldimethylsilyloxy)phenethyl]-3,4-dihydro-2H-pyran 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: 93.0%

(S)-{4-[3-(allyloxy)hex-5-enyl]phenoxy}(tert-butyl)dimethylsilane (1202784-97-1) → (R)-2-[4-(tert-butyldimethylsilyloxy)phenethyl]-3,4-dihydro-2H-pyran (1202784-98-2)

Guidance literature:

(S)-{4-[3-(allyloxy)hex-5-enyl]phenoxy}(tert-butyl)dimethylsilane; With Grubbs catalyst first generation; In toluene; at 90 ℃; for 1h; Inert atmosphere;

With sodium hydroxide; In isopropyl alcohol; toluene; at 110 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.200902053

Reference yield: 95.0%

(R)-2-[4-(tert-butyldimethylsilyloxy)phenethyl]-3,4-dihydro-2H-pyran (1202784-98-2) + 4-hydroxy-3-(methoxycarbonyl)benzenediazonium tetrafluoroborate (1261270-09-0) → methyl 5-((2S,6R)-6-(4-(tert-butyldimethylsilyloxy)phenylethyl)-5,6-dihydro-2H-pyran-2-yl)-2-hydroxybenzoate (1288996-79-1)

Guidance literature:

With sodium acetate; palladium diacetate; In acetonitrile; at 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo2002787

Reference yield: 94.0%

(R)-2-[4-(tert-butyldimethylsilyloxy)phenethyl]-3,4-dihydro-2H-pyran (1202784-98-2) + 4-hydroxybenzenediazonium tetrafluoroborate → 4-((2S,6R)-6-(4-(tert-butyldimethylsilyloxy)phenylethyl)-5,6-dihydro-2H-pyran-2-yl)phenol (1288996-76-8)

Guidance literature:

With sodium acetate; palladium diacetate; In acetonitrile; at 20 ℃; for 3h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo2002787

upstream raw materials:

(S)-{4-[3-(allyloxy)hex-5-enyl]phenoxy}(tert-butyl)dimethylsilane

Downstream raw materials:

(2S,6R)-2-[(4-tert-butyldimethylsilyloxy)phenethyl]-6-[4-(methoxy)-phenyl]-3,6-dihydro-2H-pyran

(2S,6R)-2-(4-(4'-bromophenylcarboxy)phenylethyl)-6-(4-(4''-bromophenylcarboxy)-phenyl)-3,6-dihydro-2H-pyran

C₂₅H₃₄O₄Si

4-((1R,2S,4S,6R)-4-(4-hydroxyphenylethyl)-3,7-dioxabicyclo[4.1.0]heptan-2-yl)phenol