25501-32-0

Basic information

• Product Name: (S)-(+)-1-Indanol
• Synonyms: (S)-(+)-1-HYDROXYINDAN;(S)-(+)-1-INDANOL;(1S)-2,3-Dihydro-1H-indene-1β-ol;(1S)-Indan-1β-ol;(3S)-Indan-3-ol;(S)-2,3-Dihydro-1H-indene-1β-ol;[1S,(+)]-1-Indanol;(S)-(+)-1-Indanol
• CAS NO: 25501-32-0
• Molecular Formula: C₉H₁₀O
• Molecular Weight: 134.18
• Product Categories: Chiral
• Mol File: 25501-32-0.mol
• Article Data: 228

Chemical Properties

• Melting Point: 69-73 °C(lit.)
• Boiling Point: 255.1ºC at 760 mmHg
• Flash Point: 89.2ºC
• Appearance: /
• Density: 1.161g/cm3
• Vapor Pressure: 0.00859mmHg at 25°C
• Refractive Index: 1.609
• Storage Temp.: 2-8°C
• PKA: 14.23±0.20(Predicted)
• BRN: 2206709
• CAS DataBase Reference: (S)-(+)-1-Indanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-1-Indanol(25501-32-0)
• EPA Substance Registry System: (S)-(+)-1-Indanol(25501-32-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 25501-32-0(Hazardous Substances Data)

Usage

Uses

(S)?-?(+)?-?1-?Indanol is a building block used in pharmaceutical synthesis such as orally bioavailable GPR40 agonists such as DS-1558 used to stimulate insulin secretion.

InChI:InChI=1/C9H10O/c10-9-6-5-7-3-1-2-4-8(7)9/h1-4,9-10H,5-6H2/t9-/m0/s1

Upstream product

• 83-33-0 inden-1-one 
• 26452-98-2 2,3-dihydro-1H-inden-1-yl-acetate 
• 6351-10-6 1-Indanol 
• 100465-50-7 <1,1'-Binaphthalene>-2,2'-diol dibutanoate 
• 124040-95-5 <1,1'-Binaphthalene>-2,2'-diol butanoate 
• 182877-84-5 (4S)-4-tert-butyl-3-pivaloyl-1,3-thiazolidine-2-thione 
• 108-22-5 Isopropenyl acetate 
• 496-11-7 INDANE 
• 95-13-6 1-indene 
• 79465-06-8 trans-2-bromo-1-indanol 
• 1325730-33-3 (S)-2-(2,3-dihydro-1H-inden-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 76-86-8 Triphenylsilyl chloride 
• 638-11-9 isopropyl butyrate 
• 472954-95-3 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid (S)-indan-1-yl ester 

Downstream Products

• 175288-46-7 [2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-isopropyl-carbamic acid (S)-indan-1-yl ester 
• 83-33-0 inden-1-one 
• 256237-45-3 (S)-N,N-diisopropyl O-(indan-1-yl)carbamate 
• 666824-82-4 triethyl (1R)-2,3-dihydro-1H-inden-1-ylmethanetricarboxylate 
• 907562-44-1 (S)-2-((S)-Indan-1-yloxycarbonylamino)-hexanoic acid methyl ester 
• 1016275-12-9 C₁₄H₁₄N₂O₂ 
• 1357075-63-8 (1S)-1-indanyl (R)-2-methoxy-2-phenylpent-3-ynoate 
• 1357075-64-9 (1S)-1-indanyl (S)-2-methoxy-2-phenylpent-3-ynoate 
• 1450666-15-5 chloromethyl (1S)-indan-1-yl carbonate 
• 10277-74-4 (R)-1-Aminoindane 
• 136236-51-6 rasagiline 
• 161735-79-1 rasagiline mesylate 

Relevant articles and documents

Asymmetric transfer hydrogenation of ketonic substrates catalyzed by (η5-C5Me5)MCl complexes (M = Rh and Ir) of (1S, 2S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine

The rhodium and iridium (η5-C5Me5)MCl complexes (3a: M = Rh; 3b: M = Ir) of (1S,25)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine were found to be catalyst precursors for asymmetric transfer hydrogenation of acetophenone, 2-acetonaphthone, 1-tetralone, and 1-indanone to give (S)-1-phenylethanol (90% ee), (S)-1-(2-naphthyl)ethanol (85% ee), (S)-1-tetralol (97% ee), and (S)-indanol (99% ee), respectively.

Designer Outer Membrane Protein Facilitates Uptake of Decoy Molecules into a Cytochrome P450BM3-Based Whole-Cell Biocatalyst

We report an OmpF loop deletion mutant, which improves the cellular uptake of external additives into an Escherichia coli whole-cell biocatalyst. Through co-expression of the OmpF mutant with wild-type P450BM3 in the presence of decoy molecules, the yield

Biocatalytic asymmetric synthesis of (S)-1-indanol using Lactobacillus paracasei BD71

Enantiopure benzo-fused cyclic alcohols have been used as a building block of a drug for Parkinson’s disease. Biocatalytic reduction of ketones is one of the most promising and significant routes to prepare optically active alcohols. In this study, the reductive capacity of seven lactic acid bacteria (LAB) strains were investigated as whole-cell biocatalyst in the enantioselective reduction of 1-indanone (1). Lactobacillus paracasei BD71 was found to have the best reductive capacity. Effects of different parameters such as pH, incubation time, agitation speed and temperature, on enantiomeric excess (ee) and conversion were investigated in a bioconversion. (S)-1-indanol ((S)-2) could be used as precursor for the synthesis of rasagiline mesylate TVP1012 for the therapy of Parkinson’s illness. It was produced in gram-scale (5.24 g), high yield (93%) and enantiomerically pure form using L. paracasei BD71 whole-cell biocatalysts. Also, to our knowledge, this is the first report on production of (S)-2 using whole-cell catalyst in enantiopure form, excellent yield, conversion and gram scale. This is a cheap, clean and eco-friendly process for production of (S)-2 compared to chemical processes.

C3 The symmetry contains a chiral ligand H3L of an amide bond. Preparation method and application

The invention discloses C. 3 Chiral ligand H with symmetric amide bond3 L Relates to the technical field of material chemistry and chiral chemistry. The invention further provides the chiral ligand H. 3 L Preparation method and application thereof. The present invention has the advantage that the chiral ligand H of the present invention is a chiral ligand. 3 The L has a higher C. 3 The symmetric and flexible amide group enables coordination of the lanthanide metal ions with high coordination number and high oxygen affinity to be assembled into a novel structure-structure lanthanide metal chiral porous coordination cage. Moreover, the abundant chiral amide groups and amino acid residues on the ligand framework can be directly introduced into the synthesized lanthanide metal chiral porous coordination cage, thereby being beneficial to generating multiple chiral recognition sites and unique chiral microenvironments which mimic the biological enzyme binding pocket and further realize the purpose of high enantioselectivity separation of a series of chiral small molecule compounds.