(1R,2S)-1-amino-2-indanol

Base Information

• Chemical Name: (1R,2S)-1-amino-2-indanol
• CAS No.: 7480-35-5
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.192
• European Community (EC) Number: 422-660-2,603-940-5
• UNII: 71S3J7NU1B,7ZP212ZC8J
• Nikkaji Number: J655.022C
• ChEMBL ID: CHEMBL4546964
• Mol file: 7480-35-5.mol

Synonyms:136030-00-7;(1R,2S)-1-amino-2-indanol;(1R,2S)-1-amino-2,3-dihydro-1H-inden-2-ol;cis-1-Amino-2-indanol;7480-35-5;(1R,2S)-(+)-cis-1-Amino-2-indanol;cis-1-Amino-2,3-dihydro-1H-inden-2-ol;140632-20-8;13630-00-7;1H-Inden-2-ol, 1-amino-2,3-dihydro-, (1R,2S)-;1H-Inden-2-ol, 1-amino-2,3-dihydro-, (1R,2S)-rel-;(1R,2S)-(+)-1-Amino-2-indanol;Cis-1-Amino-2-hydroxyindan;71S3J7NU1B;7ZP212ZC8J;1-Amino-2-indanol, cis-(+)-;(1r,2s)-cis-1-amino-2-indanol;1-Amino-2-indanol, cis-(+/-)-;EC 422-660-2;(1R,2S)-2,3-Dihydro-2-hydroxyinden-1-ylamine;(1R,2S)-(+)-1-Amino-2-hydroxyindan;MFCD00216656;(1r,2s)-(+)-cis-1-aminoindan-2-ol;RAC-AMINDA;cis 1-amino-2-indanol;cis-1 -amino-2-indanol;1beta-Aminoindan-2beta-ol;UNII-71S3J7NU1B;UNII-7ZP212ZC8J;(1R,2S)-amino-2-indanol;SCHEMBL163842;Racemic cis-1-amino-2-indanol;CHEMBL4546964;1-(R)-amino-2-(S)-indanol;(1R,2S)-1-Aminoindan-2-ol;cis-(+/-)-1-aminoindan-2-ol;Cis-(-)-1-Amino-indane-2-ol;LOPKSXMQWBYUOI-DTWKUNHWSA-N;(1R,2S)-1-amino-indan-2-ol;cis-(1r,2s)-1-amino-2-indanol;cis-(1R,2S)-l-amino-2-indanol;(1R, 2S)-1-amino-indan-2-ol;(1R,2S)-1-Amino-2-hydroxyindan;(1r, 2s)-cis-1-amino-2-indanol;cis-1-Amino-2-indanol, AldrichCPR;MFCD01318239;AKOS005255542;AC-4656;CS-W007401;PS-4272;(1R, 2S)-(+)-1-amino-2-indanol;(1R,2S)-(-)-cis-1-Aminoindan-2-ol;BP-10106;(1r, 2s)-(+)-cis-1-amino-2-indanol;(1R,2S) -(+)-cis-1-amino-2-indanol;(1R,2S)-(-)-2-hydroxy-indan-1-ylamine;AM20060504;(1R,2S)-(+)-cis-1-Amino-2-hydroxyindane;EN300-53073;P15222;(1R,2S)-(+)-cis-1-Amino-2-indanol, 99%;A885809;A915553;rel-(1R,2S)-1-Amino-2,3-dihydro-1H-inden-2-ol;W-201145;1H-Inden-2-ol,1-amino-2,3-dihydro-, (1R,2S)-rel-;Z784894996;97-03-0

Chemical Property of (1R,2S)-1-amino-2-indanol

Chemical Property:

• Vapor Pressure: 0.000978mmHg at 25°C
• 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.: under inert gas (nitrogen or Argon) at 2–8 °C
• 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:

99.9% ^*data from raw suppliers

1-Amino-2-hydroxyindane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 52

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

Technology Process of (1R,2S)-1-amino-2-indanol

There total 105 articles about (1R,2S)-1-amino-2-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: 98.3%

(1S,2R)-1-azido-2,3-dihydro-1H-inden-2-ol (172881-85-5) → (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 hydrogen; palladium on activated charcoal; In ethanol; for 2h; under 750.06 Torr;

DOI:10.1055/s-1996-4328

Reference yield: 93.0%

(L)-phenylalanine <2(R)-hydroxy-1(S)-indanyl>amide (140468-56-0) → (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 sodium hydroxide; In ethanol; for 16h; Heating;

DOI:10.1021/jm00088a003

Reference yield: 92.0%

(3aS,8aR)-2-Phenyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazole (176587-85-2) → (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 sulfuric acid; In dichloromethane; for 10h; Heating;

DOI:10.1021/jm9508696

upstream raw materials:

3,3α,8,8α-tetrahydro-2H-indeno[1,2-d]oxazol-2-one

2-phenyl-3a,8a-dihydro-8(H)-indeno<1,2-d>oxazole

2,3-dihydro-1H-indene 2,3-oxide

cis-indane-1,2-diol

Downstream raw materials:

(+)-trans-1-Amino-indan-2-ol

(-)-trans-1-Amino-indan-2-ol

(3aS,8aR)-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d][1,3]oxazol-2-one

[(R)-1-((1S,2R)-2-Hydroxy-indan-1-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Refernces

• 1、 Zhang, Jian-Dong,Chang, Ya-Wen,Dong, Rui,Yang, Xiao-Xiao,Gao, Li-Li,Li, Jing,Huang, Shuang-Ping,Guo, Xing-Mei,Zhang, Chao-Feng,Chang, Hong-Hong. "Enantioselective Cascade Biocatalysis for Deracemization of Racemic β-Amino Alcohols to Enantiopure (S)-β-Amino Alcohols by Employing Cyclohexylamine Oxidase and ω-Transaminase". . p. 124 - 128. Retrieved 2020/09/21.
• 2、 Fang, Yuanding,Fu, Kang,Shi, Lei,Zhao, Rong,Zhou, Jia. "Site-Specific C(sp3)–H Aminations of Imidates and Amidines Enabled by Covalently Tethered Distonic Radical Anions". . p. 20682 - 20690. Retrieved 2020/09/07.