3-[(1R,2R)-2-amino-1-hydroxypropyl]phenol

Base Information

• Chemical Name: 3-[(1R,2R)-2-amino-1-hydroxypropyl]phenol
• CAS No.: 21480-43-3
• Molecular Formula: C9H13NO2
• Molecular Weight: 167.205
• Mol file: 21480-43-3.mol

Synonyms:(-)-threo-Metaraminol;(1R,2R)-Metaraminol;3-[(1R,2R)-2-amino-1-hydroxypropyl]phenol;21480-43-3;alpha-(1-Aminoethyl)-m-hydroxybenzyl alcohol, (1)-threo-;BENZYL ALCOHOL, alpha-(1-AMINOETHYL)-m-HYDROXY-, (-)-threo-;SCHEMBL5172992;LS-42648

Chemical Property of 3-[(1R,2R)-2-amino-1-hydroxypropyl]phenol

Chemical Property:

• Vapor Pressure: 9.58E-06mmHg at 25°C
• Boiling Point: 357.9°C at 760 mmHg
• Flash Point: 170.3°C
• Density: 1.198g/cm³
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 167.094628657
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C1=CC(=CC=C1)O)O)N
• Isomeric SMILES: C[C@H]([C@@H](C1=CC(=CC=C1)O)O)N

Technology Process of 3-[(1R,2R)-2-amino-1-hydroxypropyl]phenol

There total 17 articles about 3-[(1R,2R)-2-amino-1-hydroxypropyl]phenol 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: 98.0%

(1R,2S)-N-(benzyloxycarbonyl)-2-amino-1-(3-benzooxyphenyl)-1-propanol → (1R,2S)-metaraminol (54-49-9,61-59-6,4956-27-8,7619-17-2,19289-78-2,21480-43-3,21480-44-4,46064-19-1,73952-03-1)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; dichloromethane; under 760.051 Torr;

Reference yield: 79.7%

metaraminol bitartrate → (1R,2S)-metaraminol (54-49-9,61-59-6,4956-27-8,7619-17-2,19289-78-2,21480-43-3,21480-44-4,46064-19-1,73952-03-1)

Guidance literature:

With ammonia; water; at 20 ℃; for 0.5h;

Reference yield:

3-(1-hydroxy-2-nitropropyl)phenol → [3H]-(+/-)-Metaraminol (61-59-6) + (1R,2S)-metaraminol (54-49-9,61-59-6,4956-27-8,7619-17-2,19289-78-2,21480-43-3,21480-44-4,46064-19-1,73952-03-1)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; at 27 - 35 ℃; for 43h; Temperature; Optical yield = 65 %ee;

upstream raw materials:

meta-hydroxybenzaldehyde

(R)-1-hydroxy-1-(3-hydroxyphenyl)propan-2-one

(+/-)-1-hydroxy-1-(3-hydroxy-phenyl)-acetone oxime

(1RS:2SR)-2-amino-1-(3-benzyloxy-phenyl)-propanol-⁽¹⁾

Downstream raw materials:

(1R,2S)-2-amino-1-(3-hydroxy-4-iodophenyl)-1-propanol

(1R,2S)-2-(tert-butoxycarbonylamino)-1-(3-hydroxyphenyl)-1-propanol

(1R,2S)-2-N,N-dibenzylamino-1-(3-benzyloxy-4-methylphenyl)-1-propanol

(1R,2S)-2-N,N-dibenzylamino-1-(3-benzyloxy-4-iodophenyl)-1-propanol

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