(-)-(2S)-1-((1-Methylethyl)amino)-3-phenoxy-2-propanol

Base Information

• Chemical Name: (-)-(2S)-1-((1-Methylethyl)amino)-3-phenoxy-2-propanol
• CAS No.: 106351-44-4
• Molecular Formula: C₁₂H₁₉NO₂
• Molecular Weight: 209.288
• UNII: S8ZAF343A8
• Nikkaji Number: J717.680E
• Wikidata: Q27289067
• Mol file: 106351-44-4.mol

Synonyms:UNII-S8ZAF343A8;S8ZAF343A8;106351-44-4;(-)-(2S)-1-((1-Methylethyl)amino)-3-phenoxy-2-propanol;H-9/64, (-)-;2-Propanol, 1-((1-methylethyl)amino)-3-phenoxy-, (2S)-;SCHEMBL8266174;Q27289067;(-)-H-9/64

Chemical Property of (-)-(2S)-1-((1-Methylethyl)amino)-3-phenoxy-2-propanol

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 209.141578849
• Heavy Atom Count: 15
• Complexity: 156

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NCC(COC1=CC=CC=C1)O
• Isomeric SMILES: CC(C)NC[C@@H](COC1=CC=CC=C1)O

Technology Process of (-)-(2S)-1-((1-Methylethyl)amino)-3-phenoxy-2-propanol

There total 13 articles about (-)-(2S)-1-((1-Methylethyl)amino)-3-phenoxy-2-propanol 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: 72.0%

(R)-phenyl glycidyl ether (71031-03-3,71031-02-2) + isopropylamine (75-31-0) → (2S)-1-Isopropylamino-3-phenoxy-2-propanol (106351-44-4)

Guidance literature:

In isopropyl alcohol; Heating;

DOI:10.1016/S0957-4166(00)00254-8

Reference yield:

Phenyl glycidyl ether (122-60-1,71031-02-2) + isopropylamine (75-31-0) → (2R)-1-Isopropylamino-3-phenoxy-2-propanol (140630-43-9) + (2S)-1-Isopropylamino-3-phenoxy-2-propanol (106351-44-4)

Guidance literature:

In toluene; at 20 - 40 ℃; for 72h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; lipozyme;

DOI:10.1016/S0957-4166(00)86256-4

Reference yield:

(RS)-1-chloro-3-phenyloxy-2-propanol (4769-73-7) → (2S)-1-Isopropylamino-3-phenoxy-2-propanol (106351-44-4)

Guidance literature:

Multi-step reaction with 3 steps

1: various solvent(s) / Ambient temperature; lipase from Pseudomonas sp.

2: t-BuOK / tetrahydrofuran / 0 °C

3: ethanol / 50 °C

With potassium tert-butylate; In tetrahydrofuran; ethanol;

DOI:10.1016/S0957-4166(00)80191-3

upstream raw materials:

Phenyl glycidyl ether

isopropylamine

(R)-phenyl glycidyl ether

phenol

Downstream raw materials:

(S)-1-(N-benzyl)isopropylamino-3-phenoxypropan-2-ol