(S)-3-methyl-1-phenylbutanol

Base Information

• Chemical Name: (S)-3-methyl-1-phenylbutanol
• CAS No.: 66283-21-4
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.247
• Mol file: 66283-21-4.mol

Synonyms:(S)-3-methyl-1-phenylbutanol

Chemical Property of (S)-3-methyl-1-phenylbutanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-methyl-1-phenylbutanol

There total 35 articles about (S)-3-methyl-1-phenylbutanol 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: 94.0%

3-methyl-1-phenylbutan-1-one (582-62-7) → (S)-3-methyl-1-phenylbutanol (66283-21-4)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; N-(tert-butoxycarbonyl)-L-valine-(6-amido-1-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-D-mannofuranose); potassium tert-butylate; lithium chloride; In tetrahydrofuran; isopropyl alcohol; at 20 ℃; for 3h; enantioselective reaction;

DOI:10.1002/adsc.201600903

Reference yield: 92.0%

3-methyl-1-phenylbutan-1-one (582-62-7) → (R)-3-methyl-1-phenylbutanol (1565-86-2,66283-21-4,73925-83-4,14898-85-2)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; N-(tert-butoxycarbonyl)-L-valine-(6-O-benzoyl-1-O-benzyl-5-deoxy-2,3-O-isopropylidene-5-thioamido-α-D-mannofuranose); potassium tert-butylate; lithium chloride; In tetrahydrofuran; isopropyl alcohol; at 20 ℃; for 3h; enantioselective reaction;

DOI:10.1002/adsc.201600903

Reference yield: 91.0%

(2-methylpropyl)lithium (920-36-5,90269-51-5) + benzaldehyde (100-52-7) → (S)-3-methyl-1-phenylbutanol (66283-21-4) + (R)-3-methyl-1-phenylbutanol (1565-86-2,66283-21-4,73925-83-4,14898-85-2)

Guidance literature:

With triisopropoxytitanium(IV) chloride; (Ra)-2'-[(S)-hydroxy(pyridin-4-yl)methyl]-(1,1'-binaphthalen)-2-ol; In diethyl ether; hexane; at -20 ℃; enantioselective reaction;

DOI:10.1002/ejoc.201600104

upstream raw materials:

isobutylmagnesium bromide

benzaldehyde

(-)-(S)-3-methyl-1-phenyl-3-buten-1-ol

3-methyl-1-phenylbutan-1-one

Refernces

• 1、 Iwamoto, Hiroaki,Endo, Kohei,Ozawa, Yu,Watanabe, Yuta,Kubota, Koji,Imamoto, Tsuneo,Ito, Hajime. "Copper(I)-Catalyzed Enantioconvergent Borylation of Racemic Benzyl Chlorides Enabled by Quadrant-by-Quadrant Structure Modification of Chiral Bisphosphine Ligands". supporting information. p. 11112 - 11117. Retrieved 2019/07/17.
• 2、 Collados, Juan F.,Ortiz, Pablo,Pérez, Juana M.,Xia, Yiyin,Koenis, Mark A. J.,Buma, Wybren J.,Nicu, Valentin P.,Harutyunyan, Syuzanna R.. "Enantiospecific Brook Rearrangement of Tertiary Benzylic α-Hydroxysilanes". supporting information. p. 3900 - 3903. Retrieved 2018/08/17.