105836-17-7

Basic information

• Product Name: (R)-1-phenyl-3-pentanol
• Synonyms: (R)-1-phenyl-3-pentanol
• CAS NO: 105836-17-7
• Molecular Weight: 164.247
• Mol File: 105836-17-7.mol

Chemical Properties

• CAS DataBase Reference: (R)-1-phenyl-3-pentanol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-phenyl-3-pentanol(105836-17-7)
• EPA Substance Registry System: (R)-1-phenyl-3-pentanol(105836-17-7)

Safety Data

• Hazardous Substances Data: 105836-17-7(Hazardous Substances Data)

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 557-20-0 diethylzinc 
• 27975-78-6 1-phenyl-1-pentyn-3-ol 
• 538-68-1 pentylbenzene 
• 20795-51-1 1-phenylpentan-3-one 
• 2386-64-3 ethylmagnesium chloride 
• 97-94-9 triethyl borane 
• 100-39-0 benzyl bromide 
• 106-88-7 (R)-(+)-1,2-epoxybutane 
• 1589-82-8 phenylmagnesium bromide 
• 75-16-1 methylmagnesium bromide 
• 913258-22-7 (S)-1,2-epoxy-4-phenylbutane 
• 959685-47-3 (R)-4,4,5,5-tetramethyl-2-(1-phenylpentan-3-yl)-1,3,2-dioxaborolane 
• 67843-74-7 (S)-epichlorohydrin 

Downstream Products

• 78571-82-1 (R)-α-ethylbenzenepropanol acetate 
• 1416148-62-3 (R)-3-mesyloxy-1-phenylpentane 
• 1745-16-0 5-phenylpent-2-ene 
• 1416148-64-5 (S)-3-mesyloxy-1-phenylpentane 
• 1053655-39-2 (3R,4R,5S)-4-Acetylamino-5-azido-3-((R)-1-ethyl-3-phenyl-propoxy)-cyclohex-1-enecarboxylic acid ethyl ester 

Relevant articles and documents

Polymer-supported chiral α-amino amides for the asymmetric addition of diethylzinc to aldehydes: Transforming an inactive homogeneous system into an efficient catalyst

A series of polymer-supported α-amino amides derived from natural amino acids have been easily synthesized and fully characterized. Their chiral Zn (II) complexes catalyzed the enantioselective addition of diethylzinc to aldehydes to form chiral secondary alcohols in high yields and enantioselectivities up to 95% were obtained. The results showed that the immobilization of this chiral ligand onto a polymeric matrix transforms the inactive homogeneous system into an efficient catalyst. Moreover, the supported catalyst could be re-used at least five times without any significant loss of catalytic activity.

Immobilization of a BINOLate-titanium catalyst by use of aggregation phenomenon

Upon treatment with titanium tetraisopropoxide, tris-BINOL with a rigid aromatic tether forms an insoluble polymeric aggregate, which shows a catalytic activity in asymmetric addition of diethylzinc to aldehydes. Georg Thieme Verlag Stuttgart.

Rhodium-Catalyzed Enantioselective Intermolecular Hydroalkoxylation of Allenes and Alkynes with Alcohols: Synthesis of Branched Allylic Ethers

Regio- and enantioselective additions of alcohols to either terminal allenes or internal alkynes provides access to allylic ethers by using a RhI/diphenyl phosphate catalytic system. This method provides an atom-economic way to obtain chiral aliphatic and aryl allylic ethers in moderate to good yield with good to excellent enantioselectivities.

Enantioselective addition of diethylzinc to aldehydes catalyzed by a new chiral β-amino alcohol derived from D-mannitol

A new chiral β-dialkylamino alcohol 1 prepared from D-mannitol has been used as a highly effective chiral catalyst for the enantioselective addition of diethylzinc to unhindered aliphatic aldehydes to afford the product alcohols in up to 94% ee.

Computer assisted, mechanism directed design of a new ligand for the highly enantioselective catalytic addition of diethylzinc to aldehydes

A new ligand, (1R,2R)-1-(cis-2,6-dimethylpiperidino)-1-phenyl-3-trityloxypropan-2-ol 1c, designed on the basis of molecular modelling (AMI) studies to increase the energy gap between the re and si attacks in the aminoalcohol promoted addition of diethylzi

Catalytic enantioselective reactions. Part 18: Preparation of 3-deoxy-3-N,N-dialkylamino-1,2;5,6-di-O-isopropylidene-D-altritol derivatives from D-mannitol and their applications for catalytic enantioselective addition of dialkylzinc to aldehydes

A series of new chiral β-aminoalcohols, 3-deoxy-3-N,N-dialkylamino-1,2;5,6-di-O-isopropylidene-D-altritol derivatives 2-4 possessing a variety of amine substituents at the 3-position and thiol or acetylthio group at the 4-position was prepared from D-mannitol and enantioselective additions of diethylzinc to aldehydes using them as chiral catalysts were examined. Copyright (C) 2000 Elsevier Science Ltd.

Asymmetric alkylation of aldehydes catalyzed by novel dinuclear bis-BINOLate titanium(IV) complexes

Dinuclear bis-BINOLate titanium(IV) complexes catalyzes asymmetric alkylation of aldehydes even in the presence of a reduced amount of titanium tetraisopropoxide (0.2 equiv). Bis-BINOLs 1a,b in which two BINOL units are tethered by o- and m-phenylenebis(e

Catalysis by amino acid-derived tetracoordinate complexes: Enantioselective addition of dialkylzincs to aliphatic and aromatic aldehydes

Me2Zn and Et2Zn added to aromatic and aliphatic aldehydes in the presence of 3 mol % of 2. (S)-1-Phenylethanol (91% ee) and (S)-1-phenylpropanol (86% ee) were synthesized from benzaldehyde and (S)-1-furan-2-yl-1-propanol (86% ee) from 2-furaldehyde. Nonanal and 3-phenylpropanal provided (S)-3-undecanol (96% ee) and (S)-1-phenyl-3-pentanol (94% ee). A solid-phase variant was effective with reduced ee's (e.g., 86% ee → 79% ee) for (S)-1-phenylpropanol.

De novo chiral amino alcohols in catalyzing asymmetric additions to aryl aldehydes

A de novo structural class of chiral amino alcohol catalysts has been identified through a synergistic effort combining novel architectures from [4 + 3] cycloadditions and quantum mechanical interaction field predictions that closely match subsequent experimental measurements.

ENANTIOSELECTIVE ETHYLATION OF ALDEHYDES CATALYZED BY CHIRAL C2-SYMMETRICAL β-HYDROXY-m-XYLYLENE DIAMINES

Optically active C2-symmetric aminoalcohols derived from m-xylylene diamine act as catalysts in enantioselective alkylation of aromatic and aliphatic aldehydes with diethylzinc.The chemical yields are good, and the enantiomeric excesses vary fr