(S)-(+)-1-Indanol

Base Information

• Chemical Name: (S)-(+)-1-Indanol
• CAS No.: 25501-32-0
• Molecular Formula: C9H10 O
• Molecular Weight: 134.178
• Hs Code.: 2906299090
• European Community (EC) Number: 624-353-0
• DSSTox Substance ID: DTXSID101020638
• Nikkaji Number: J410.633D
• ChEMBL ID: CHEMBL381761
• Mol file: 25501-32-0.mol

Synonyms:(S)-(+)-1-Indanol;25501-32-0;(S)-2,3-dihydro-1H-inden-1-ol;(1S)-2,3-dihydro-1H-inden-1-ol;(S)-1-indanol;(S)-(+)-1-Hydroxyindan;(s)-indan-1-ol;CHEMBL381761;MFCD00064165;(s)-indanol;(1s)-indanol;(1S)-indan-1-ol;1H-Inden-1-ol, 2,3-dihydro-, (1S)-;SCHEMBL3418678;CHEBI:156384;YIAPLDFPUUJILH-VIFPVBQESA-N;DTXSID101020638;(S)-(+)-1-Indanol, 99%;BDBM50183600;CS-W013372;AS-59973;EN300-89303;D72211;A901557;J-016024

Chemical Property of (S)-(+)-1-Indanol

Chemical Property:

• Vapor Pressure: 0.00859mmHg at 25°C
• Melting Point: 69-73oC
• Boiling Point: 255.1ºC at 760 mmHg
• PKA: 14.23±0.20(Predicted)
• Flash Point: 89.2ºC
• PSA: 20.23000
• Density: 1.161g/cm3
• LogP: 1.66620
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

(S)?-?(+)?-?1-?Indanol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2C1O
• Isomeric SMILES: C1CC2=CC=CC=C2[C@H]1O
• 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.

Technology Process of (S)-(+)-1-Indanol

There total 75 articles about (S)-(+)-1-Indanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

inden-1-one (83-33-0) → (S)-indanol (25501-32-0)

Guidance literature:

With dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; at 0 ℃; for 0.5h; enantioselective reaction;

DOI:10.1016/j.bmc.2013.05.024

Reference yield: 99.0%

inden-1-one (83-33-0) → (R)-indan-1-ol (697-64-3) + (S)-indanol (25501-32-0)

Guidance literature:

With dimethylsulfide borane complex; (S)-2-(anilinodiphenylmethyl)pyrrolidine; In tetrahydrofuran; at 20 ℃; for 2h; enantioselective reaction;

DOI:10.1016/j.tet.2012.12.024

Reference yield: 97.0%

(S)-(-)-2,3-dihydro-1H-inden-yl acetate (68567-23-7) → (S)-indanol (25501-32-0)

Guidance literature:

With potassium hydroxide; In ethanol; at 25 ℃; for 18h;

DOI:10.1016/S0040-4039(98)02021-8

upstream raw materials:

inden-1-one

Isopropenyl acetate

1-Indanol

<1,1'-Binaphthalene>-2,2'-diol dibutanoate

Downstream raw materials:

[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-isopropyl-carbamic acid (S)-indan-1-yl ester

(S)-N,N-diisopropyl O-(indan-1-yl)carbamate

inden-1-one

triethyl (1R)-2,3-dihydro-1H-inden-1-ylmethanetricarboxylate

Refernces

• 1、 Lalloz, Lucien,Vanderesse, Regis,Mayesky, Bertrand,Caubere, Paul. "Asymmetric Aggregative Activation. A New Useful Concept for Asymmetric Reduction". . p. 1961 - 1964. Retrieved 1991.
• 2、 ?ahin, Engin,Dertli, Enes,Kalay, Erbay. "Biocatalytic asymmetric synthesis of (S)-1-indanol using Lactobacillus paracasei BD71". . . Retrieved 2021/11/23.
• 3、 Oestreich, Martin,Seliger, Jan. "Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts". . p. 247 - 251. Retrieved 2020/10/29.