(1S)-3-iodo-1-thiophen-2-ylpropan-1-ol

Base Information

• Chemical Name: (1S)-3-iodo-1-thiophen-2-ylpropan-1-ol
• CAS No.: 164071-58-3
• Molecular Formula: C7H9 I O S
• Molecular Weight: 268.118
• Mol file: 164071-58-3.mol

Synonyms:SCHEMBL2174566

Chemical Property of (1S)-3-iodo-1-thiophen-2-ylpropan-1-ol

Chemical Property:

• Vapor Pressure: 0.000264mmHg at 25°C
• Refractive Index: 1.655
• Boiling Point: 310.1°C at 760 mmHg
• PKA: 13.45±0.20(Predicted)
• Flash Point: 141.3°C
• PSA: 48.47000
• Density: 1.845g/cm³
• LogP: 2.60660
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 267.94188
• Heavy Atom Count: 10
• Complexity: 99.6

Purity/Quality:

97% ^*data from raw suppliers

3-IODO-1-THIOPHEN-2-YL-PROPAN-1-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C(CCI)O
• Isomeric SMILES: C1=CSC(=C1)[C@H](CCI)O

Technology Process of (1S)-3-iodo-1-thiophen-2-ylpropan-1-ol

There total 2 articles about (1S)-3-iodo-1-thiophen-2-ylpropan-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: 100.0%

(S)-3-chloro-1-(thiophen-2-yl)propan-1-ol (164071-56-1) → S-(-)-3-iodo-1-(2-thienyl)-1-propanol (164071-58-3)

Guidance literature:

With sodium iodide; In acetone; Heating;

DOI:10.1002/jlcr.2580360303

Reference yield:

3-chloro-1-(2-thienyl)propan-1-one (40570-64-7) → S-(-)-3-iodo-1-(2-thienyl)-1-propanol (164071-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: (R)-1-Me-3,3-Ph₂-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; BH₃ / tetrahydrofuran

2: NaI / acetone

With borane; sodium iodide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; acetone;

DOI:10.1016/j.bmcl.2003.08.079

Reference yield: 80.0%

S-(-)-3-iodo-1-(2-thienyl)-1-propanol (164071-58-3) + methylamine (74-89-5) → (S)-3-methylamino-1-(2-thienyl)-1-propanol (116539-55-0)

Guidance literature:

In tetrahydrofuran; water; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c3ob42214c

upstream raw materials:

(S)-3-chloro-1-(thiophen-2-yl)propan-1-ol

3-chloro-1-(2-thienyl)propan-1-one

Downstream raw materials:

(S)-3-methylamino-1-(2-thienyl)-1-propanol

Duloxetine

Refernces

• 1、 -. "A method for preparing optically active 3-amino-1-propanol derivatives as an intermediate and a method for preparing (S)-duloxetine using the same". Paragraph 0210-0212. . Retrieved 2016/12/01.
• 2、 Lee, Sun-Ah,Sadu, Venkata Subbaiah,Park, No-Joong,Hwang, In-Taek,Lee, Kee-In. "A practical synthesis of the antidepressant (S)-duloxetine". . p. 1894 - 1896. Retrieved 2014/07/07.