(R)-3-(Methylamino)-1-(thiophen-2-YL)propan-1-OL

Base Information

• Chemical Name: (R)-3-(Methylamino)-1-(thiophen-2-YL)propan-1-OL
• CAS No.: 116539-57-2
• Molecular Formula: C8H13NOS
• Molecular Weight: 171.263
• European Community (EC) Number: 804-996-5
• UNII: JA6LX0L39E
• DSSTox Substance ID: DTXSID80151423
• Nikkaji Number: J1.907.775F
• Wikidata: Q27281403
• Mol file: 116539-57-2.mol

Synonyms:116539-57-2;(R)-3-(METHYLAMINO)-1-(THIOPHEN-2-YL)PROPAN-1-OL;(1R)-3-(methylamino)-1-thiophen-2-ylpropan-1-ol;UNII-JA6LX0L39E;3-(N-Methylamino)-1-(2-thienyl)-1-propanol, (+)-;(R)-(+)-3-(N-Methylamino)-1-(2-thienyl)-1-propanol;(1R)-3-(Methylamino)-1-(2-thienyl)-1-propanol;JA6LX0L39E;(R)-3-Methylamino-1-(2-thienyl)-1-propanol;N-Methyl((R)-3-hydroxy-3-(2-thienyl)propyl)amine;2-Thiophenemethanol, alpha-(2-(methylamino)ethyl)-, (alphaR)-;Duloxetine IMpurity 14;2-Thiophenemethanol, alpha-[2-(methylamino)ethyl]-, (alphaR)-;(S)-3-(Methylamino)-1-(thiophen-2-yl)propan-1-ol;SCHEMBL1201347;DTXSID80151423;MFCD09026399;AS-69267;CS-0151015;C71538;(R)-1-(2-Thienyl)-3-(methylamino)-1-propanol;(+)-3-(N-methylamino)-1-(2-thienyl)-1-propanol;Q27281403;(1R)-3-(METHYLAMINO)-1-(THIOPHEN-2-YL)PROPAN-1-OL;2-THIOPHENEMETHANOL, .ALPHA.-(2-(METHYLAMINO)ETHYL)-, (.ALPHA.R)-

Chemical Property of (R)-3-(Methylamino)-1-(thiophen-2-YL)propan-1-OL

Chemical Property:

• Boiling Point: 294.3±35.0 °C(Predicted)
• PKA: 13.77±0.20(Predicted)
• PSA: 60.50000
• Density: 1.128
• LogP: 1.78190
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 171.07178521
• Heavy Atom Count: 11
• Complexity: 110

Purity/Quality:

99.0% ^*data from raw suppliers

(R)-3-Methylamino-1-(2-thienyl)-1-propanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCCC(C1=CC=CS1)O
• Isomeric SMILES: CNCC[C@H](C1=CC=CS1)O
• Uses: (R)-3-Methylamino-1-(2-thienyl)-1-propanol is a reactant used in the synthesis of enantiomerically pure Duloxetine (D721000), an antidepressant. A dual serotonin and norepinephrine reuptake inhibitor (SNRI). Used in treatment of stress urinary incontinence.

Technology Process of (R)-3-(Methylamino)-1-(thiophen-2-YL)propan-1-OL

There total 27 articles about (R)-3-(Methylamino)-1-(thiophen-2-YL)propan-1-OL 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: 93.0%

N-methyl-3-(thien-2-yl)-3-morpholino-propylamine hydrochloride (645411-16-1) → (R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol (116539-57-2)

Guidance literature:

With hydrogen; potassium carbonate; [Rh{(R_C,S_P)-duanphos}(norbornadiene)]SbF₆; In methanol; at 20 ℃; for 12h; under 7500.6 Torr;

DOI:10.1002/anie.200462178

Reference yield: 88.0%

(R)-(3-hydroxy-3-thiophen-2-yl-propyl)carbamic acid ethyl ester (597581-30-1) → (R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol (116539-57-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1.5h; Heating;

DOI:10.1016/S0040-4039(03)00945-6

Reference yield: 74.0%

N-methyl-3-(thien-2-yl)-3-morpholino-propylamine hydrochloride (645411-16-1) → (S)-3-methylamino-1-(2-thienyl)-1-propanol (116539-55-0) + (R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol (116539-57-2)

Guidance literature:

With lithium aluminium tetrahydride; Product distribution / selectivity;

upstream raw materials:

(R)-(3-hydroxy-3-thiophen-2-yl-propyl)carbamic acid ethyl ester

3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

N-methyl-3-(thien-2-yl)-3-morpholino-propylamine hydrochloride

(2R,6R)-2-[(S)-1-triisopropylsilyloxyethyl]-3-methyl-6-(thiophen-2-yl)-1,3-oxazinane

Downstream raw materials:

(R)-Duloxetine

Duloxetine

Refernces

• 1、 -. "ORTHO SUBSTITUTED PHENOXYPROPYLAMINO AND BENZYLOXYPROPYLAMINO DERIVATIVES HAVING MULTIMODAL ACTIVITY AGAINST PAIN". Page/Page column 190. . Retrieved 2020/02/17.
• 2、 -. "AMINOPROPOXYPHENYL AND BENZYL 3,4-DIHYDRO-2H-SPIRO[ISOQUINOLINE-1,4'-PIPERIDIN]-1'-YL DERIVATIVES HAVING MULTIMODAL ACTIVITY AGAINST PAIN". Page/Page column 288. . Retrieved 2019/10/15.