(R)-Methyl (5-amino-2,3-dihydro-1H-inden-2-yl)carbamate

Base Information

• Chemical Name: (R)-Methyl (5-amino-2,3-dihydro-1H-inden-2-yl)carbamate
• CAS No.: 256397-63-4
• Molecular Formula: C11H14N2O2
• Molecular Weight: 206.244
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60465075
• Nikkaji Number: J2.484.280K
• Wikidata: Q82290755
• Mol file: 256397-63-4.mol

Synonyms:256397-63-4;(R)-Methyl (5-amino-2,3-dihydro-1H-inden-2-yl)carbamate;(R)-METHYL 5-AMINO-2,3-DIHYDRO-1H-INDEN-2-YLCARBAMATE;SCHEMBL6198196;DTXSID60465075;OKQRQQGVLMVAKQ-SNVBAGLBSA-N;MFCD17676337;(r)-(5-aminoindan-2-yl)-carbamic acid methyl ester;(R)-Methyl(5-amino-2,3-dihydro-1H-inden-2-yl)carbamate;Methyl [(2R)-5-amino-2,3-dihydro-1H-inden-2-yl]carbamate

Chemical Property of (R)-Methyl (5-amino-2,3-dihydro-1H-inden-2-yl)carbamate

Chemical Property:

• PSA: 67.84000
• LogP: 1.87760
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 206.105527694
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

(R)-Methyl(5-amino-2,3-dihydro-1H-inden-2-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)NC1CC2=C(C1)C=C(C=C2)N
• Isomeric SMILES: COC(=O)N[C@@H]1CC2=C(C1)C=C(C=C2)N

Technology Process of (R)-Methyl (5-amino-2,3-dihydro-1H-inden-2-yl)carbamate

There total 18 articles about (R)-Methyl (5-amino-2,3-dihydro-1H-inden-2-yl)carbamate 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:

(+/-)-(5-nitro-2,3-dihydro-1H-inden-2-yl)carbamic acid methyl ester (370861-63-5) → (S)-(5-amino-2,3-dihydro-1H-inden-2-yl)carbamic acid methyl ester (256397-59-8) + (R)-(5-amino-2,3-dihydro-1H-inden-2-yl)carbamic acid methyl ester (256397-63-4)

Guidance literature:

(+/-)-(5-nitro-2,3-dihydro-1H-inden-2-yl)carbamic acid methyl ester; With hydrogen; palladium on activated charcoal; In methanol; under 3750.3 Torr;

With (+)-di-p-toluoyl-D-tartaric acid; In methanol; at 22 - 25 ℃; for 5h;

With sodium carbonate; In acetic acid methyl ester; at 20 - 25 ℃; for 0.5h;

DOI:10.1002/1615-4169(200107)343:5<461::AID-ADSC461>3.0.CO;2-#

Reference yield:

(1R,2R)-6-nitro-2-[(methoxycarbonyl)amino]-1-acetoxyindane → (R)-(5-amino-2,3-dihydro-1H-inden-2-yl)carbamic acid methyl ester (256397-63-4)

Guidance literature:

(1R,2R)-6-nitro-2-[(methoxycarbonyl)amino]-1-acetoxyindane; With perchloric acid; hydrogen; acetic acid; palladium on activated charcoal; at 25 ℃; for 6h; under 2585.81 Torr;

With sodium hydrogencarbonate; In dichloromethane; water; at -2 ℃; pH=6.8 - 8; Further stages.;

DOI:10.1080/00397910701226905

Reference yield:

(R)-(5-nitro-2,3-dihydro-1H-inden-2-yl)carbamic acid methyl ester (370861-67-9) → (R)-(5-amino-2,3-dihydro-1H-inden-2-yl)carbamic acid methyl ester (256397-63-4)

Guidance literature:

With ammonium formate; Pd/C (10percent); In methanol; water; acetic acid; at 38 - 42 ℃;

DOI:10.1002/1615-4169(200107)343:5<461::AID-ADSC461>3.0.CO;2-#

upstream raw materials:

(+/-)-(5-nitro-2,3-dihydro-1H-inden-2-yl)carbamic acid methyl ester

(R)-(5-nitro-2,3-dihydro-1H-inden-2-yl)carbamic acid methyl ester

(1R,2R)-2-[(methoxycarbonyl)amino]-1-acetoxyindane

D-(R)-phenylalanine

Downstream raw materials:

(R)-N-(2-aminoindan-5-yl)-6-methyl-4'-trifluoromethyl-1,1'-biphenyl-2-carboxamide

LAB₆₈₇

{(R)-5-[(4,6-Dimethyl-4'-trifluoromethyl-biphenyl-2-carbonyl)-amino]-indan-2-yl}-carbamic acid methyl ester

{(R)-5-[(4'-Trifluoromethyl-biphenyl-2-carbonyl)-amino]-indan-2-yl}-carbamic acid methyl ester

Refernces

• 1、 Waykole, Liladhar M.,McKenna, Joseph J.,Bach, Andrew,Prashad, Mahavir,Repic, Oljan,Blacklock, Thomas J.. "Amino acids as a chiral pool: Synthesis of (S)- and (R)-2-N-carbomethoxy-5- aminoindane from (S)- and (R)-phenylalanines". . p. 1445 - 1454. Retrieved 2008/02/02.
• 2、 Prashad, Mahavir,Hu, Bin,Har, Denis,Repic, Oljan,Blacklock, Thomas J.,Acemoglu, Murat. "Efficient and Practical Syntheses of (R)-(5-Amino-2,3- Dihydro-1H-inden-2-yl)-carbamic Acid Methyl Ester". . p. 461 - 472. Retrieved 2007/10/03.