(r)-(-)-2-Amino-1-phenylethanol hcl

Base Information

• Chemical Name: (r)-(-)-2-Amino-1-phenylethanol hcl
• CAS No.: 18867-43-1
• Molecular Formula: C8H11 N O . Cl H
• Molecular Weight: 173.642
• Hs Code.: 2922199090
• European Community (EC) Number: 863-333-8
• DSSTox Substance ID: DTXSID60481694
• Mol file: 18867-43-1.mol

Synonyms:(r)-(-)-2-amino-1-phenylethanol hcl;18867-43-1;(R)-(-)-2-Amino-1-phenylethanol hydrochloride;(1R)-2-amino-1-phenylethanol;hydrochloride;(R)-2-Amino-1-phenylethanol hydrochloride;(1R)-2-amino-1-phenylethan-1-ol hydrochloride;SCHEMBL8178381;DTXSID60481694;MFCD08458898;AKOS025402443;CHLORODIFLUOROACETALDEHYDEHYDRATE;AC-9145;AS-82568;TS-02395;(R)-2-Amino-1-phenyl-ethanol hydrochloride;CS-0309201;EN300-1693503;(1R)-2-AMINO-1-PHENYLETHANOL HYDROCHLORIDE

Chemical Property of (r)-(-)-2-Amino-1-phenylethanol hcl

Chemical Property:

• PSA: 46.25000
• LogP: 2.18100
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 173.0607417
• Heavy Atom Count: 11
• Complexity: 89.3

Purity/Quality:

99%min ^*data from raw suppliers

(R)-(-)-2-AMINO-1-PHENYLETHANOL HYDROCHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (r)-(-)-2-Amino-1-phenylethanol hcl

There total 4 articles about (r)-(-)-2-Amino-1-phenylethanol hcl 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: 67.0%

2-amino-1-phenylethanol hydrochloride (4561-43-7) → (R)-2-amino-1-phenyl-ethanol; hydrochloride (18867-43-1)

Guidance literature:

In diethyl ether; water; for 2h;

DOI:10.1021/acs.joc.7b00079

Reference yield:

2-aminoacetophenone hydrochloride (5468-37-1) → (S)-2-amino-1-phenyl-ethanol; hydrochloride (71025-82-6) + (R)-2-amino-1-phenyl-ethanol; hydrochloride (18867-43-1)

Guidance literature:

With hydrogen; Rh(I)-complex of (R)-Cy-BIMOP; In methanol; at 50 ℃; for 168h; under 68400.1 Torr; Mechanism; Others Rh(I)-complex of unsymmetrical chiral bisphosphines, var. pressure, temp. and time, also itaconic acid.;

DOI:10.1016/S0957-4166(00)82304-6

Reference yield:

2-nitro-1-phenylethan-1-ol (141377-54-0,145920-96-3,149495-00-1,15990-45-1) → (R)-2-amino-1-phenyl-ethanol; hydrochloride (18867-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 25 °C / 3102.97 Torr

2: water; diethyl ether / 2 h

With palladium 10% on activated carbon; hydrogen; In methanol; diethyl ether; water;

DOI:10.1021/acs.joc.7b00079

upstream raw materials:

2-aminoacetophenone hydrochloride

(R)-Mandelonitrile

2-nitro-1-phenylethan-1-ol

2-amino-1-phenylethanol hydrochloride

Downstream raw materials:

(R)-2-Amino-1-phenylethanol

YM-208876

Refernces

• 1、 Morimoto, Toshiaki,Yoshikawa, Kiyoshi,Murata, Masanao,Yamamoto, Naoko,Achiwa, Kazuo. "Preparation of axially chiral biphenyl diphosphine ligands and their application in asymmetric hydrogenation". . p. 1445 - 1450. Retrieved 2007/10/03.
• 2、 Sukuraba,Takahashi,Takeda,Achiwa. "Efficient asymmetric hydrogenation of α-amino ketone derivatives. A highly enantioselective synthesis of phenylephrine, levamisole, carnitine and propranolol". . p. 738 - 747. Retrieved 2007/10/02.