(-)S β-hydroxy β-phenyl n-butanoate de methyle

Base Information

• Chemical Name: (-)S β-hydroxy β-phenyl n-butanoate de methyle
• CAS No.: 880-65-9
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23
• Mol file: 880-65-9.mol

Synonyms:(-)S β-hydroxy β-phenyl n-butanoate de methyle

Chemical Property of (-)S β-hydroxy β-phenyl n-butanoate de methyle

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)S β-hydroxy β-phenyl n-butanoate de methyle

There total 14 articles about (-)S β-hydroxy β-phenyl n-butanoate de methyle 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:

triethoxyfluorosilane (358-60-1) + [(1-methoxyvinyl)oxy]trimethylsilane (36850-80-3) + acetophenone (98-86-2) → (-)S β-hydroxy β-phenyl n-butanoate de methyle (880-65-9) + (R)-3-hydroxy-3-phenylbutyric acid methyl ester (7210-37-9)

Guidance literature:

triethoxyfluorosilane; acetophenone; With potassium phenyltrifluoborate; (PPh₃)₃CuF; chiral 1-(Cy)2P-2-[2-(Cy)2P-Ph-CHN(nBu)2-]ferrocene; In 1,2-dimethoxyethane; at 20 ℃; for 0.25h;

[(1-methoxyvinyl)oxy]trimethylsilane; In 1,2-dimethoxyethane; at -20 ℃; for 19h;

With triethylamine tris(hydrogen fluoride); In 1,2-dimethoxyethane; at 20 ℃; Title compound not separated from byproducts;

DOI:10.1021/ja061815w

Reference yield:

trichloro<(1-methoxyethenyl)oxy>silane (4519-10-2) + acetophenone (98-86-2) → (-)S β-hydroxy β-phenyl n-butanoate de methyle (880-65-9) + (R)-3-hydroxy-3-phenylbutyric acid methyl ester (7210-37-9)

Guidance literature:

With chiral bipyridine bis-N-oxide; In dichloromethane; at -20 ℃; for 12h;

DOI:10.1021/jo0506276

Reference yield:

methanol (67-56-1) + 3-phenyl-2-butenal (1196-67-4) → (-)S β-hydroxy β-phenyl n-butanoate de methyle (880-65-9) + (R)-3-hydroxy-3-phenylbutyric acid methyl ester (7210-37-9)

Guidance literature:

With 2-phenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; C₂₇H₂₉F₃N₂O₅SSi; potassium carbonate; In diethyl ether; at 20 ℃; for 36h; Overall yield = 45 percent; Overall yield = 8.8 mg; enantioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b02736

upstream raw materials:

diazomethane

ethyl acetate

(R)-3-hydroxy-3-phenylbutyric acid methyl ester

acetophenone

Downstream raw materials:

(R)-3-hydroxy-3-phenylbutyric acid methyl ester

acetic acid methyl ester

acetophenone

Refernces

• 1、 Bedná?ová, Eva,Ne?as, David,Císa?ová, Ivana,Du?ek, Michal,Lamaty, Frédéric,Kotora, Martin. "Synthesis of new bipyridine N,N′-dioxides and their application in asymmetric allylation of benzaldehyde and aldol addition to acetophenone". . p. 29 - 48. Retrieved 2018/11/23.
• 2、 Oisaki, Kounosuke,Zhao, Dongbo,Kanai, Motomu,Shibasaki, Masakatsu. "Catalytic enantioselective aldol reaction to ketones". . p. 7164 - 7165. Retrieved 2007/10/03.