32908-36-4

Basic information

• Product Name: Benzenemethanamine, a-cyclohexyl-, (S)-
• CAS NO: 32908-36-4
• Molecular Formula: C13H19N
• Molecular Weight: 189.301
• Mol File: 32908-36-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, a-cyclohexyl-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, a-cyclohexyl-, (S)-(32908-36-4)
• EPA Substance Registry System: Benzenemethanamine, a-cyclohexyl-, (S)-(32908-36-4)

Safety Data

• Hazardous Substances Data: 32908-36-4(Hazardous Substances Data)

Upstream product

• 126003-96-1 C₁₇H₂₃NO 
• 712-50-5 Cyclohexyl phenyl ketone 
• 1106777-10-9 (R_S,R)-N-[cyclohexyl(phenyl)methyl]-2-methylpropane-2-sulfinamide 
• 127498-25-3 10-(N-o-hydroxyphenylamide)-N-benzyl-7,7-dimethyl-dicyclo-<2,2,1>-heptane-2-imine 
• 108-85-0 1-bromocyclohexane 
• 100-46-9 benzylamine 
• 126003-96-1 (1S,2S,5S)-3-(benzylimino)-2,6,6-trimethylbicyclo[3.1.1]heptan-2-ol 
• 126004-00-0 (1S,2S,5S)-3-[(E)-(R)-Cyclohexyl-phenyl-methylimino]-2,6,6-trimethyl-bicyclo[3.1.1]heptan-2-ol 
• 128013-83-2 (1S,4R)-2-[(E)-(R)-Cyclohexyl-phenyl-methylimino]-7,7-dimethyl-bicyclo[2.2.1]heptane-1-carboxylic acid (2-hydroxy-phenyl)-amide 
• 197709-54-9 (R)-(+)-N-(1-phenylbutoxy)phthalimide 
• 211228-27-2 (R)-O-(1-Phenylbutyl)cyclohexancarbaldehyde oxime 

Downstream Products

• 1106777-36-9 C₂₀H₂₃NO 
• 14328-51-9 (2S)-amino(cyclohexyl)ethanoic acid 
• 32908-43-3 (-)-(S)-N-(cyclohexylphenylmethyl)acetamide 

Relevant articles and documents

Method for synthesizing chiral amine compound

The present invention provides a method for synthesizing a chiral amine compound. The method comprises the following steps: (1) reacting a compound of formula I with t-butylsulfonamide in the presenceof a catalyst to obtain a compound having a structure represented by formula II; 2) reacting the compound of the formula II in a hydrogen atmosphere in the presence of an iridium catalyst and a ligand to obtain a compound of formula III; and (3) carrying out a t-butylsulfonyl group removal reaction on the compound of the formula III to obtain the chiral amine compound. The method constructs the structure of sulfonamide by a keto carbonylgroup, and synthesizes the chiral amine compound with the aralkylamine structure by an asymmetric catalytic hydrogenation reaction of the sulfonamide structure, the ee value is generally 80% or above, the highest ee value is 99% or above, the yield of each step reaction can reach 90% or above, and the total yield is high.

A versatile Ru catalyst for the asymmetric transfer hydrogenation of both aromatic and aliphatic sulfinylimines

A highly efficient Ru catalyst based on an achiral, very simple, and inexpensive amino alcohol ligand (2-amino-2-methylpropan-1-ol) has been developed for the asymmetric transfer hydrogenation (ATH) of chiral N-(tert-butylsulfinyl)imines. This complex is able to catalyze the ATH of both aromatic and the most challenging aliphatic sulfinylimines by using isopropyl alcohol as the hydrogen source. The diastereoselective reduction of aromatic, heteroaromatic, and aliphatic sulfinylketimines, including sterically congested cases, over short reaction times (1-4 h), followed by desulfinylation of the nitrogen atom, affords the corresponding highly enantiomerically enriched (ee up to >99%) α-branched primary amines in excellent yields. The same ligand was equally effective for the synthesis of both (R)- and (S)-amines by using the appropriate absolute configuration in the iminic substrate. DFT mechanistic studies show that the hydrogen-transfer process is stepwise. Moreover, the origin of the diastereoselectivity has been rationalized.

Chiral oxime ethers in asymmetric synthesis. Part 4. Asymmetric synthesis of N-protected amines and β-amino acids by the addition of organometallic reagents to ROPHy/SOPHy-derived aldoximes

Addition of organolithium or Grignard reagents to (R)- or (S)-O-(1-phenylbutyl)aldehyde oximes 1 in the presence of boron trifluoride-diethyl ether results in the formation of hydroxylamines 2 in good to excellent diastereoselectivity. Subsequent cleavage of the N-O bond with zinc-acetic acid-ultrasound, and carbamate formation, gives N-protected amines 3 in good enantiomeric purity (77-100% ee). When allylmagnesium bromide was used as the organometallic reagent, the resulting hydroxylamines were converted into β-amino acid derivatives 4 and γ-aminb alcohols 5. The Royal Society of Chemistry 1999.