23190-43-4

Basic information

• Product Name: (1S,2S)-trans-1,2,3,4-Tetrahydro-1,2-naphthalenediol
• Synonyms: (1S,2S)-trans-1,2,3,4-Tetrahydro-1,2-naphthalenediol;(1S,2S)-trans-1,2-Tetralindiol
• CAS NO: 23190-43-4
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.20108
• Mol File: 23190-43-4.mol
• Article Data: 34

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (1S,2S)-trans-1,2,3,4-Tetrahydro-1,2-naphthalenediol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S)-trans-1,2,3,4-Tetrahydro-1,2-naphthalenediol(23190-43-4)
• EPA Substance Registry System: (1S,2S)-trans-1,2,3,4-Tetrahydro-1,2-naphthalenediol(23190-43-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 23190-43-4(Hazardous Substances Data)

Usage

Description

(1S,2S)-trans-1,2,3,4-Tetrahydro-1,2-naphthalenediol is a chemical compound characterized by its bicyclic structure and trans configuration. It is known for its unique stereochemistry and versatility, making it a valuable reagent in the synthesis of a broad spectrum of organic compounds.

Uses

Used in Pharmaceutical Industry:
(1S,2S)-trans-1,2,3,4-Tetrahydro-1,2-naphthalenediol serves as a chiral building block for the synthesis of pharmaceuticals. Its specific stereochemistry is crucial in creating enantiomerically pure compounds, which is essential for the development of effective and safe medications.
Used in Organic Chemistry Research:
In the field of organic chemistry, (1S,2S)-trans-1,2,3,4-Tetrahydro-1,2-naphthalenediol is utilized as a versatile intermediate for the preparation of complex molecules. Its unique structure allows researchers to explore new synthetic pathways and develop innovative methods for creating a variety of organic compounds.
Used in Natural Product Production:
(1S,2S)-trans-1,2,3,4-Tetrahydro-1,2-naphthalenediol is also employed in the production of natural products. Its role as an intermediate aids in the synthesis of bioactive compounds found in nature, contributing to the development of new drugs and other natural product-based applications.
Used in Medicinal Chemistry:
Within the realm of medicinal chemistry, (1S,2S)-trans-1,2,3,4-Tetrahydro-1,2-naphthalenediol is a valuable tool for the synthesis of potential drug candidates. Its unique properties enable the creation of novel molecular structures with potential therapeutic applications.
Used in Chemical Biology:
In chemical biology, (1S,2S)-trans-1,2,3,4-Tetrahydro-1,2-naphthalenediol is applied as a reagent for the study of biological processes. Its ability to form complex molecules allows researchers to investigate the interactions between small molecules and biological systems, furthering our understanding of biological mechanisms and the development of new therapeutic agents.

Upstream product

• 80522-73-2 (-)-(1R,2R)-trans-2-bromo-1-(2-methoxy-2-phenyl-2-trifluoromethylacetoxy)-1,2,3,4-tetrahydronaphthalene 
• 2461-34-9 1a,2,3,7b-tetrahydronaphtho[1,2-b]oxirene 
• 197140-92-4 (-)-(S)-1,2,3,4-tetrahydro-1-oxonaphthalen-2-yl acetate 
• 182822-22-6 (2S)-1-oxo-2-hydroxy-1,2,3,4-tetrahydronaphthalene 
• 18672-77-0 2-acetoxy-3,4-dihydronaphthalen-1(2H)-one 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 447-53-0 1,2-Dihydronaphthalene 
• 64245-04-1 2-bromo-1-hydroxy-1,2,3,4-tetrahydronaphthalene 
• 39834-40-7 trans-2-bromo-1,2,3,4-tetrahydronaphthalen-1-ol 
• 14211-53-1 trans-naphthalene-1,2,3,4-tetrahydro-1,2-diol 
• 75-91-2 tert.-butylhydroperoxide 
• 64559-97-3 2-hydroxy-1-tetralone 
• 140134-31-2 (R)-(+)-2-hydroxy-3,4-dihydro-2H-naphthalen-1-one 
• 2461-34-9 (1R,2S)-1,2-epoxy-3,4-dihydronaphthalene 

Downstream Products

• 14807-28-4 2-(3-oxopropyl)benzaldehyde 
• 530-93-8 1,2,3,4-tetrahydronaphthalen-2-one 
• 89920-57-0 (1S,2R)-cis-1,2-dihydroxy-1,2,3,4-tetrahydronaphthalene 
• 57495-92-8 (1R,2S)-1,2,3,4-tetrahydronaphthalene-1,2-diol 
• 776-79-4 2-(2-carboxyethyl)benzoic acid 
• 7480-36-6 (+/-)-cis-1-amino-2-hydroxy-1,2,3,4-tetrahydronaphthalene 
• 1346229-04-6 benzyl (1R,2R)-2-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-1-ylcarbamate 
• 1346228-96-3 (1R,2R)-1,2-bis(benzyloxy)-1,2,3,4-tetrahydronaphthalene 
• 1220891-22-4 trans-(3S,4S)-3,4-dihydroxy-1-tetralone 
• 54311-89-6 2-benzyl-2,3,4,5-tetrahydro-1H-benzo[c]azepine 

Relevant articles and documents

Preparation of homochiral phenolic crown ether having chiral subunits derived from (1R,2S)-cis-1,2,3,4-tetrahydronaphthalene-1,2-diol: Temperature-dependent enantioselectivity in complexations with neutral amines

Crown ether (S,R,R,S)-1 containing chiral subunits derived from (1R,2S)-cis-1,2,3,4-tetrahydronaphthalene-1,2-diol and the phenol moiety bearing the intra-annular OH group and the 2,4-dinitrophenylazo group at its para-position, have been prepared in enan

Iodine-Initiated Dioxygenation of Aryl Alkenes Using tert-Butylhydroperoxides and Water: A Route to Vicinal Diols and Bisperoxides

An environment-friendly and efficient dioxygenation of aryl alkenes for the construction of vicinal diols has been developed in water with iodine as the catalyst and tert-butylhydroperoxides (TBHPs) as the oxidant. The protocol was efficient, sustainable, and operationally simple. Detailed mechanistic studies indicated that one of the hydroxyl groups is derived from water and the other one is derived from TBHP. Additionally, the bisperoxides could be obtained in good yields with iodine as the catalyst, Na2CO3 as the additive, and propylene carbonate as the solvent, instead.

Regioselective biocatalytic self-sufficient Tishchenko-type reactionviaformal intramolecular hydride transfer

A self-sufficient nicotinamide-dependent intramolecular bio-Tishchenko-type reaction was developed. The reaction is catalyzed by alcohol dehydrogenases and proceeds through formal intramolecular hydride transfer on dialdehydes to deliver lactones. Regioselectivity on [1,1′-biphenyl]-2,2′-dicarbaldehyde substrates could be controlledviathe electronic properties of the substituents. Preparative scale synthesis provided access to substituted dibenzo[c,e]oxepin-5(7H)-ones.