858130-53-7

Basic information

• Product Name: (R)-3-AMINO-1-(2-THIENYL)-1-PROPANOL
• Synonyms: (R)-3-AMINO-1-(2-THIENYL)-1-PROPANOL;(S)-3-AMINO-1-(2-THIENYL)-1-PROPANOL
• CAS NO: 858130-53-7
• Molecular Formula: C₇H₁₁NOS
• Molecular Weight: 0
• Mol File: 858130-53-7.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-3-AMINO-1-(2-THIENYL)-1-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-AMINO-1-(2-THIENYL)-1-PROPANOL(858130-53-7)
• EPA Substance Registry System: (R)-3-AMINO-1-(2-THIENYL)-1-PROPANOL(858130-53-7)

Safety Data

• Hazardous Substances Data: 858130-53-7(Hazardous Substances Data)

Upstream product

• 524047-48-1 (R)-3-hydroxy-3-(thiophen-2-yl)propanenitrile 
• 597581-26-5 (R)-2-cyano-1-(thiophen-2-yl)ethyl acetate 
• 33898-90-7 2-Thenoylacetonitrile 
• 29683-77-0 2-chloro-1-(thiophen-2-yl)ethanone 
• 49703-01-7 2-(1-hydroxy-2-chloroethyl)-thiophene 
• 235085-83-3 (±)-3-hydroxy-3-(thiophen-2-yl)propanenitrile 
• 98-03-3 thiophene-2-carbaldehyde 
• 591727-36-5 (S)-3-hydroxy-3-(thiophen-2-yl)propanenitrile 
• 164071-55-0 (R)-3-chloro-1-thiophenyl-2-yl-propan-1-ol 

Downstream Products

• 116539-60-7 (R)-Duloxetine 
• 116539-57-2 (R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol 
• 116539-58-3 Duloxetine 

Relevant articles and documents

AMINOPROPOXYPIPERIDINYLAMIDO DERIVATIVES HAVING MULTIMODAL ACTIVITY AGAINST PAIN

The present invention relates to aminopropoxyphenylpiperidinylamidoderivatives having dual pharmacological activity towards both the α2δ subunit, in particular the α2δ-1 subunit, of the voltage-gated calcium channel and the μ-opioid receptor, to processes of preparation of such compounds, to pharmaceutical compositions comprising them, and to their use in therapy, in particular for the treatment of pain.

A chemoenzymatic dynamic kinetic resolution approach to enantiomerically pure (R)- and (S)-duloxetine

The synthesis of (R)-duloxetine is described. Dynamic kinetic resolution of β-hydroxynitrile rac-1 using Candida antarctica lipase B (CALB, N435) and ruthenium catalyst 6 afforded β-cyano acetate (R)-2 in high yield and in excellent enantioselectivity (98% ee). The subsequent synthetic steps were straightforward and (R)-duloxetine was isolated in 37% overall yield over 6 steps. The synthetic route also constitute a formal total synthesis of (S)-duloxetine.

Polymer-supported chiral sulfonamide catalyzed one-pot reduction of β-keto nitriles: A practical synthesis of (R)-fluoxetine and (R)-duloxetine

Enantioselective reduction of β-keto nitriles to optically active 1,3-amino alcohols has been carried out in one step using an excess of borane-dimethyl sulfide complex as a reductant and a polymer-supported chiral sulfonamide as a catalyst with moderate to high enantioselectivity. The facile and enantioselective method to prepare optically active 1,3-amino alcohols to be converted into 3-aryloxy-3-arylpropylamine-type antidepressant drugs (R)-fluoxetine, and (R)-duloxetine is also reported.