(S)-(-)-N,N-Dimethyl-3-hydroxy-3-(2-thienyl)propanamine

Base Information

• Chemical Name: (S)-(-)-N,N-Dimethyl-3-hydroxy-3-(2-thienyl)propanamine
• CAS No.: 132335-44-5
• Molecular Formula: C9H15NOS
• Molecular Weight: 185.29
• Hs Code.: 29349990
• European Community (EC) Number: 603-565-7
• DSSTox Substance ID: DTXSID10433380
• Nikkaji Number: J1.364.911A
• ChEMBL ID: CHEMBL4551881
• Mol file: 132335-44-5.mol

Synonyms:132335-44-5;(S)-(-)-N,N-Dimethyl-3-hydroxy-3-(2-thienyl)propanamine;(S)-3-(Dimethylamino)-1-(2-thienyl)-1-propanol;(1S)-3-(dimethylamino)-1-(thiophen-2-yl)propan-1-ol;S-(-)-N,N-Dimethyl-3-Hydroxy-3-(2-Thienyl)Propanamine;(1S)-3-(dimethylamino)-1-thiophen-2-ylpropan-1-ol;(S)-n,n-dimethyl-3-hydroxy-3-(2-thienyl)propanamine;(S)-(-)-N,N-DIMETHYL-3-HYDROXY-3-(2-THIENYL)PROPYLAMINE;EC 603-565-7;(S)-1-BETA-HYDROXY-1-(2-THIENYL)-3-DIMETHYLAMINOPROPANE;MFCD07782107;(1S)-3-(DIMETHYLAMINO)-1-(2-THIENYL)PROPAN-1-OL;SCHEMBL522925;S-(+)-N,N-DIMETHYL-3-HYDROXY-3-(2-THIENYL)-1-PROPYLAMIDE;CHEMBL4551881;DTXSID10433380;Duloxetine IMpurity 17;(S)-3-(dimethylamino)-1-(thiophen-2-yl)propan-1-ol;XWCNSHMHUZCRLN-QMMMGPOBSA-N;AMY22671;AC-367;AKOS006285188;AKOS015850814;CS-M-57252;CS-W023104;DS-1075;D4010;EN300-91510;A18158;(S)-3-dimethylamino-1-(2-thienyl)-1-propanol;(s)-3-(dimethylamino)-1-(thienyl)-propan-1-ol;3-Hydroxy-N,N-dimethyl-3-(2-thienyl)propanamine;(S)-1-(2-Thienyl)-3-(dimethylamino)-1-propanol;J-502318;(S)-2-[3-(Dimethylamino)-1-hydroxypropyl]thiophene;(S)-1-?-Hydroxy-1-(2-thienyl)-3-dimethylaminopropane;(S)-3-(dimethylamino)-1-(thiophen-2-yl) propan-1-ol;(S)-(-)-N,N-dimethyl-3-(2-thienyl)-3-hydroxypropanamine;(s)-n,n-dimethyl-3-hydroxy-3-(2-thienyl)-1-propanamine;(S)-N,N-Dimethyl-3-hydroxy-3-(2-thienyl)-1-propylamine;S(-)-N,N-Dimethyl-3-hydroxy-3-(2-thienyl)-1-propanamine;S)-(-)-N,N-Dimethyl-3-hydroxy-3-(2-thienyl)propanamine;(S)-1- beta -Hydroxy-1-(2-thienyl)-3-dimethylaminopropane;2-Thiophenemethanol, alpha-(2-(dimethylamino)ethyl)-, (S)-;2-THIOPHENEMETHANOL, ALPHA-[2-(DIMETHYLAMINO)ETHYL]-, (ALPHAS)-

Chemical Property of (S)-(-)-N,N-Dimethyl-3-hydroxy-3-(2-thienyl)propanamine

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 78-80 °C
• Refractive Index: 1.553
• Boiling Point: 290.119 °C at 760 mmHg
• PKA: 13.74±0.20(Predicted)
• Flash Point: 129.259 °C
• PSA: 51.71000
• Density: 1.111 g/cm³
• LogP: 1.73320
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 185.08743528
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

(S)-1-β-Hydroxy-1-(2-thienyl)-3-dimethylaminopropane ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCC(C1=CC=CS1)O
• Isomeric SMILES: CN(C)CC[C@@H](C1=CC=CS1)O

Technology Process of (S)-(-)-N,N-Dimethyl-3-hydroxy-3-(2-thienyl)propanamine

There total 30 articles about (S)-(-)-N,N-Dimethyl-3-hydroxy-3-(2-thienyl)propanamine 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: 97.0%

3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one hydrochloride (5424-47-5) → α-[2-(dimethylamino)ethyl](thiophene-2-yl)methanol (132335-49-0) + (S)-3-dimethylamino-1-(2-thienyl)propan-1-ol (132335-44-5)

Guidance literature:

3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one hydrochloride; With C₃₆H₂₈FeMnN₂O₃P⁽¹⁺⁾*Br^(1-); potassium carbonate; In ethanol; at 20 ℃; for 0.0833333h; Glovebox;

With hydrogen; In ethanol; at 50 ℃; for 16h; under 22502.3 Torr; Glovebox; Autoclave;

Reference yield: 95.0%

(S)-N,N-dimethyl-N-[3-hydroxy-3-(2-thienyl)propyl]-ammonium (S)-mandelate (287737-72-8) → (S)-3-dimethylamino-1-(2-thienyl)propan-1-ol (132335-44-5)

Guidance literature:

With sodium hydroxide; In water; for 0.5h; pH=11 - 12;

Reference yield: 92.1%

3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one hydrochloride (5424-47-5) → (S)-3-dimethylamino-1-(2-thienyl)propan-1-ol (132335-44-5)

Guidance literature:

With glucose dehydrogenase; D-glucose; Rhodosporidium toruloides carbonyl reductase 9 from Escherichia coli; NADPH; sodium hydroxide; In aq. phosphate buffer; at 30 ℃; for 4h; pH=7; Temperature; enantioselective reaction; Kinetics; Enzymatic reaction;

DOI:10.1016/j.bioorg.2016.02.002

upstream raw materials:

3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one

α-[2-(dimethylamino)ethyl](thiophene-2-yl)methanol

2-Acetylthiophene

3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one hydrochloride

Downstream raw materials:

(S)-N,N-dimethyl-N-[3-hydroxy-3-(2-thienyl)propyl]-ammonium (S)-mandelate

α-[2-(dimethylamino)ethyl](thiophene-2-yl)methanol

duloxetine

phenyl N-methyl-3-(1-naphthalenyloxy)-3-(2-thienyl)-propylcarbamate

Refernces

• 1、 Shimo, Shunsuke,Takahashi, Kohei,Iwasawa, Nobuharu. "1,2-Dihydro-1-hydroxy-2,3,1-benzodiazaborine Bearing an Acridine Moiety as a Circular Dichroism Probe for Determination of Absolute Configuration of Mono-Alcohols". . p. 3790 - 3794. Retrieved 2019.
• 2、 -. "Amino alcohols using the optically active amino alcohol derivative bi- Nord complex boron - -". Paragraph 0064; 0071-0076; 0260-0262; 0264-0266. . Retrieved 2021/04/16.
• 3、 Zhang, Linli,Tang, Yitian,Han, Zhaobin,Ding, Kuiling. "Lutidine-Based Chiral Pincer Manganese Catalysts for Enantioselective Hydrogenation of Ketones". supporting information. p. 4973 - 4977. Retrieved 2019/03/17.