42086-64-6

Basic information

• Product Name: Cyclopentanol, 2-phenyl-, (1R,2S)-rel-
• CAS NO: 42086-64-6
• Molecular Formula: C11H14O
• Molecular Weight: 162.232
• Mol File: 42086-64-6.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: Cyclopentanol, 2-phenyl-, (1R,2S)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopentanol, 2-phenyl-, (1R,2S)-rel-(42086-64-6)
• EPA Substance Registry System: Cyclopentanol, 2-phenyl-, (1R,2S)-rel-(42086-64-6)

Safety Data

• Hazardous Substances Data: 42086-64-6(Hazardous Substances Data)

Upstream product

• 285-67-6 Cyclopentene oxide 
• 591-51-5 phenyllithium 
• 83681-54-3 (1R,2R)-(-)-ethyl trans-(2-phenylcyclopentyl)ethylborinate 
• 82248-45-1 (1S,2S)-(+)-diethyl trans-(2-phenylcyclopentyl)boronate 
• 100-58-3 phenylmagnesium bromide 
• 1198-34-1 2-Phenylcyclopentanone 
• 825-54-7 cyclopent-1-en-1-ylbenzene 
• 6226-35-3 (2-Cyclopropyl-2-phenyl-ethyl)-tosylat 
• 108-86-1 bromobenzene 
• 10487-96-4 1-phenylcyclopentanol 
• 120-92-3 cyclopentanone 
• 152293-92-0 tert-Butyl-((E)-5-chloro-2-phenyl-pent-3-enyloxy)-dimethyl-silane 
• 152293-78-2 (E)-5-(tert-Butyl-dimethyl-silanyloxy)-4-phenyl-pent-2-en-1-ol 
• 152293-74-8 (Z)-5-(tert-Butyl-dimethyl-silanyloxy)-4-phenyl-pent-2-en-1-ol 

Downstream Products

• 38805-81-1 trans-2-Phenylcyclopentylacetat 
• 38805-89-9 (1S,2R)-2-phenylcyclopentanol 
• 2362-73-4 (1R,2R)-(-)-cis-2-Phenylcyclopentanol 
• 135356-98-8 (1R,2S)-2-phenylcyclopentyl acetate 
• 676552-21-9 (1R,2R)-2-phenylcyclopentyl acetate 
• 676464-38-3 (+)-(1S,2S)-2-phenyl-1-cyclopentanol 
• 2362-73-4 (+/-)-cis-2-phenylcyclopentanol 
• 1026065-85-9 (1R,2R)-cis-2-Phenylcyclopentyl (R)-mandelate ester 
• 2371-92-8 trans-1-Phenyl-2-<4-toluolsulfonyloxy>-cyclopentan 
• 38805-83-3 (+)-trans-2-Phenylcyclopentyl-phthalat 
• 38805-90-2 (1R,2S)‐2‐phenylcyclopentanol 
• 1198-34-1 2-Phenylcyclopentanone 

Relevant articles and documents

Diversity-Oriented Synthesis of Bioactive Azaspirocycles

A collection of novel azaspirocyclic β-arylethylamines was prepared in good yield and excellent diastereoselectivity by an expedient strategy that features condensation of a cyclic ketone with an amino allylsilane and a tandem aza-Sakurai cyclization to generate several different spirocyclic N-heterocycles. Subsequent elaboration of the spirocyclic scaffold was achieved via Pictet-Spengler cyclizations, Suzuki cross-coupling reactions, N-functionalizations, and olefin refunctionalization reactions to create a diverse library of compounds, several of which have nanomolar affinity for the sigma 1 receptor and transmembrane protein 97 (TMEM97).

Visible-Light-Mediated Aerobic Oxidation of Organoboron Compounds Using in Situ Generated Hydrogen Peroxide

A simple and general visible-light-mediated oxidation of organoboron compounds has been developed with rose bengal as the photocatalyst, substoichiometric Et3N as the electron donor, as well as air as the oxidant. This mild and metal-free protocol shows a broad substrate scope and provides a wide range of aliphatic alcohols and phenols in moderate to excellent yields. Notably, the robustness of this method is demonstrated on the stereospecific aerobic oxidation of organoboron compounds.

Enantioselective Hydroazidation of Trisubstituted Non-Activated Alkenes

A one-pot procedure for the enantioselective hydroazidation of non-activated trisubstituted alkenes is described. Hydroboration with monoisopinocampheylborane (IpcBH2) provides dialkylboranes that are in situ selectively converted into monoalkyl-substituted catecholboranes; these undergo radical azidation upon treatment with benzenesulfonyl azide and a radical initiator. Enantiomerically enriched azides were thus obtained in yields of 59–81 % and enantioselectivities of up to 94:6 e.r. (98:2 e.r. if the intermediate dialkylborane is purified by crystallization). A rapid access to enantiomerically pure (+)-rodocaine is also described. The use of other arenesulfonyl radical traps enables enantioselective hydroallylation, hydrosulfanylation, and hydrobromination reactions with yields of 71–86 %.