(S)-2-Isopropylamino-1-(3,4-dichlorophenyl)ethanol

Base Information

• Chemical Name: (S)-2-Isopropylamino-1-(3,4-dichlorophenyl)ethanol
• CAS No.: 20879-18-9
• Molecular Formula: C₁₁H₁₅Cl₂NO
• Molecular Weight: 248.152
• UNII: 7ZPR07756B
• Nikkaji Number: J63.394A
• Wikidata: Q27269082
• Mol file: 20879-18-9.mol

Synonyms:(+)-Dichloroisoproterenol;Dichloroisoproterenol, (S)-;7ZPR07756B;UNII-7ZPR07756B;(S)-2-Isopropylamino-1-(3,4-dichlorophenyl)ethanol;20879-18-9;Benzenemethanol, 3,4-dichloro-alpha-(((1-methylethyl)amino)methyl)-, (S)-;Benzyl alcohol, 3,4-dichloro-alpha-((isopropylamino)methyl)-, (S)-(+)-;Benzenemethanol, 3,4-dichloro-alpha-(((1-methylethyl)amino)methyl)-, (alphaS)-;(S)-dichloroisoproterenol;Q27269082;[S,(+)]-3,4-Dichloro-alpha-[(isopropylamino)methyl]benzyl alcohol;BENZENEMETHANOL, 3,4-DICHLORO-.ALPHA.-(((1-METHYLETHYL)AMINO)METHYL)-, (.ALPHA.S)-;BENZENEMETHANOL, 3,4-DICHLORO-.ALPHA.-(((1-METHYLETHYL)AMINO)METHYL)-, (S)-;BENZYL ALCOHOL, 3,4-DICHLORO-.ALPHA.-((ISOPROPYLAMINO)METHYL)-, (S)-(+)-

Chemical Property of (S)-2-Isopropylamino-1-(3,4-dichlorophenyl)ethanol

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 247.0530695
• Heavy Atom Count: 15
• Complexity: 189

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (S)-2-Isopropylamino-1-(3,4-dichlorophenyl)ethanol

There total 7 articles about (S)-2-Isopropylamino-1-(3,4-dichlorophenyl)ethanol 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:

2-bromo-1-(3,4-dichlorophenyl)ethanone (2632-10-2) → (+)-Dichloroisoproterenol (20879-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1: (+)-DIP-chloride / tetrahydrofuran / 0 °C

2: 60 °C

With B-chlorodiisopinocampheylborane; In tetrahydrofuran;

DOI:10.1016/S0960-894X(01)00538-8

Reference yield:

(S)-2-bromo-1-(3,4-dichloro-phenyl)ethanol (390405-95-5) → (+)-Dichloroisoproterenol (20879-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water / 1.5 h / 0 - 20 °C

2: 18 h / 50 °C

With sodium hydroxide; In water;

DOI:10.1002/chem.201102931

Reference yield:

2-(3,4-dichlorophenyl)oxirane (52909-94-1) + isopropylamine (75-31-0) → (+)-Dichloroisoproterenol (20879-18-9) + (R)-1-(3,4-dichlorophenyl)-2-(isopropylamino)ethanol

Guidance literature:

In tetrahydrofuran; at 50 ℃; for 18h; enantioselective reaction; Green chemistry;

DOI:10.1039/c4ra04011b

upstream raw materials:

dichloroisoproterenol

formaldehyd

isopropylamine

(S)-2-bromo-1-(3,4-dichloro-phenyl)ethanol

Downstream raw materials:

1H-benzoimidazole-4-carboxylic acid (4-{3-[2-(3,4-dichloro-phenyl)-2-hydroxy-ethyl]-3-isopropyl-ureido}-phenyl)-amide