(R)-(-)-1-Indanol

Base Information

• Chemical Name: (R)-(-)-1-Indanol
• CAS No.: 697-64-3
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• Hs Code.: 2906299090
• European Community (EC) Number: 624-368-2
• DSSTox Substance ID: DTXSID80426269
• Nikkaji Number: J323.717F
• ChEMBL ID: CHEMBL383641
• Mol file: 697-64-3.mol

Synonyms:697-64-3;(R)-2,3-dihydro-1H-inden-1-ol;(R)-(-)-1-Indanol;R(-)-1-Hydroxyindan;(1R)-2,3-dihydro-1H-inden-1-ol;(R)-1-Indanol;CHEMBL383641;R-(-)-1-Indanol;1H-Inden-1-ol, 2,3-dihydro-, (1R)-;(r)-indanol;(1r)-indanol;MFCD00064164;(R)-Indan-1-ol;SCHEMBL1355960;DTXSID80426269;YIAPLDFPUUJILH-SECBINFHSA-N;(R)-(-)-1-Indanol, 99%;BDBM50183613;AKOS015899565;CS-W013378;AS-11550;EN300-89304;D70931

Chemical Property of (R)-(-)-1-Indanol

Chemical Property:

• Vapor Pressure: 0.00859mmHg at 25°C
• Melting Point: 72-73 °C(lit.)
• Refractive Index: 1.609
• Boiling Point: 255.1 °C at 760 mmHg
• Flash Point: 89.2 °C
• PSA: 20.23000
• Density: 1.161 g/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

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2C1O
• Isomeric SMILES: C1CC2=CC=CC=C2[C@@H]1O
• Uses: R-?(-?)?-?1-?Indanol is a building block used in pharmaceutical synthesis such as in the preparation of meropenem prodrugs for drug-resistant tuberculosis.

Technology Process of (R)-(-)-1-Indanol

There total 87 articles about (R)-(-)-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: 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: 74.0%

isopropyl butyrate (638-11-9) + 1-Indanol (6351-10-6) → (R)-indan-1-ol (697-64-3) + (S)-indanol (25501-32-0) + inden-1-one (83-33-0) + (R)-1-indanyl butyrate (158529-97-6)

Guidance literature:

With [(C4Ph4COHOCC4Ph4)(μ-H)][(CO)4Ru2]; Novozym(R) 435; 2,4-dimethylpentan-3-one; In toluene; at 70 ℃; for 40h; under 142.511 Torr;

DOI:10.1016/j.tetasy.2005.02.028

Reference yield: 72.0%

vinyl octanoate (818-44-0) + 1-Indanol (6351-10-6) → (R)-1-indanyl octanoate (1369869-19-1) + (R)-indan-1-ol (697-64-3) + (S)-indanol (25501-32-0)

Guidance literature:

With lipase B from Candida antarctica; In cyclohexane; at 50 ℃; for 0.5h; optical yield given as %ee; Resolution of racemate;

DOI:10.1016/j.jcat.2011.12.021

upstream raw materials:

Isopropenyl acetate

1-Indanol

INDANE

2,3-dihydro-1H-inden-1-yl-acetate

Downstream raw materials:

1-Indanol

inden-1-one

methyl-p-tolylthiocarbamic acid (S)-indan-1-yl ester

methyl (S)-4-[(2,3-dihydro-1H-inden-1-yl)oxy]benzenepropanoate

Refernces

• 1、 Heath, Rachel S.,Sangster, Jack J.,Turner, Nicholas J.. "An Engineered Cholesterol Oxidase Catalyses Enantioselective Oxidation of Non-steroidal Secondary Alcohols". . . Retrieved 2022/02/25.
• 2、 Du, Tian,Wang, Biwen,Wang, Chao,Xiao, Jianliang,Tang, Weijun. "Cobalt-catalyzed asymmetric hydrogenation of ketones: A remarkable additive effect on enantioselectivity". supporting information. p. 1241 - 1244. Retrieved 2020/10/02.