(1R,2R)-1-amino-2,3-dihydro-1H-inden-2-ol

Base Information

• Chemical Name: (1R,2R)-1-amino-2,3-dihydro-1H-inden-2-ol
• CAS No.: 163061-73-2
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• Hs Code.: 2922190090
• European Community (EC) Number: 628-027-9
• UNII: C9U54KL6PO,C44ZZ4E55A
• Nikkaji Number: J655.024J
• Mol file: 163061-73-2.mol

Synonyms:(1R,2R)-1-amino-2,3-dihydro-1H-inden-2-ol;163061-73-2;(1R,2R)-(-)-trans-1-Amino-2-indanol;Trans-1-amino-2-indanol;13286-59-4;(1R,2R)-(-)-1-Amino-2-indanol;(1R,2R)-1-amino-2-indanol;trans-1-Amino-2,3-dihydro-1H-inden-2-ol;(1r,2r)-1-aminoindan-2-ol;140632-19-5;(-)-trans-1-Amino-2-indanol;C9U54KL6PO;1H-Inden-2-ol, 1-amino-2,3-dihydro-, (1R,2R)-rel-;C44ZZ4E55A;(+/-)-trans-1-amino-2-indanol;1-Amino-2-indanol, trans-(-)-;1-Amino-2-indanol, trans-(+/-)-;Rel-(1R,2R)-1-amino-2,3-dihydro-1H-inden-2-ol;1H-Inden-2-ol, 1-amino-2,3-dihydro-, (1R,2R)-;(1R,2R)-(-)-1-Amino-2-hydroxyindan;MFCD08275447;UNII-C9U54KL6PO;1beta-Aminoindan-2alpha-ol;UNII-C44ZZ4E55A;SCHEMBL192072;AMY1054;LOPKSXMQWBYUOI-RKDXNWHRSA-N;AKOS015854133;FS-5239;CS-0147141;EN300-70586;D86558;(1R,2R)-(-)-trans-1-Amino-2-indanol, 97%;A810438

Chemical Property of (1R,2R)-1-amino-2,3-dihydro-1H-inden-2-ol

Chemical Property:

• Vapor Pressure: 0.000978mmHg at 25°C
• Melting Point: 142-146℃
• Refractive Index: 1.626
• Boiling Point: 290 °C at 760 mmHg
• PKA: 14.79±0.40(Predicted)
• Flash Point: 129.2 °C
• PSA: 46.25000
• Density: 1.212 g/cm³
• LogP: 1.30370
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

98%,99%, ^*data from raw suppliers

(1R,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C2=CC=CC=C21)N)O
• Isomeric SMILES: C1[C@H]([C@@H](C2=CC=CC=C21)N)O
• Uses: (1R,2R)-(?)-trans-1-Amino-2-indanol has been used as a starting material to prepare an indene-based chiral auxiliary, which is used in the aldol reaction.It can also be used as:A starting material in the synthesis of oxazoline-alcohol ligands, which are employed in the asymmetric addition reaction of diethylzinc to aldehydes.A chiral test compound in the study of enantiomeric separation of chiral primary amines using supercritical fluid chromatography (SFC) and HPLC.

Technology Process of (1R,2R)-1-amino-2,3-dihydro-1H-inden-2-ol

There total 5 articles about (1R,2R)-1-amino-2,3-dihydro-1H-inden-2-ol 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:

(R)-2-hydroxy-1-indanone oxime (192869-87-7) → (1R,2R)-1-aminoindan-2-ol (163061-73-2) + (1S,2R)-1-amino-2-indanol (7480-35-5,13286-59-4,74165-73-4,126456-43-7,136030-00-7,140632-19-5,140632-20-8)

Guidance literature:

With hydrogenchloride; hydrogen; palladium; In methanol; for 20h; Product distribution; Ambient temperature; effect of acid, effect of catalyst, effect of hydrogen pressure, effect of solvent;

DOI:10.1246/bcsj.72.1093

Reference yield:

trans-1-aminoindan-2-ol (7480-35-5,13286-59-4,74165-73-4,126456-43-7,136030-00-7,140632-19-5,140632-20-8) → (1R,2R)-1-aminoindan-2-ol (163061-73-2) + (1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol (163061-74-3)

Guidance literature:

With N-isopropylcarbamoyl-derivatized cyclofructan-6 column; In methanol; acetic acid; triethylamine; acetonitrile; at 20 ℃; Resolution of racemate;

DOI:10.1021/ac902257a

Reference yield:

trans-1-aminoindan-2-ol → (1R,2R)-1-aminoindan-2-ol (163061-73-2) + (1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol (163061-74-3)

Guidance literature:

With chiral stationary phase including isopropyl-functionalized CF₆; In methanol; acetic acid; triethylamine; acetonitrile; at 20 ℃; Purification / work up; Resolution of racemate;

upstream raw materials:

(R)-2-hydroxy-1-indanone oxime

trans-1-aminoindan-2-ol

Downstream raw materials:

C₄₆H₄₁F₉N₆O₃S

C₂₈H₃₆F₃N₅O₂S

C₄₀H₄₃F₃N₆O₃S

C₂₈H₂₃F₉N₄O₃

Refernces

• 1、 Pinxterhuis, Erik B.,Gualtierotti, Jean-Baptiste,Wezenberg, Sander J.,de Vries, Johannes G.,Feringa, Ben L.. "Highly Efficient and Robust Enantioselective Liquid–Liquid Extraction of 1,2-Amino Alcohols utilizing VAPOL- and VANOL-based Phosphoric Acid Hosts". . p. 178 - 184. Retrieved 2017/12/15.
• 2、 -. "COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS". Page/Page column 45. . Retrieved 2010/12/31.