158807-47-7

Basic information

• Product Name: (R)-N-BOC-3-AMINO-3-PHENYL-PROPAN-1-OL
• Synonyms: (R)-N-BOC-3-AMINO-3-PHENYL-PROPAN-1-OL ;(R)-(3-Hydroxy-1-phenyl-propyl)-carbamic acid tert-butyl ester;Boc-R-3-amino-3-phenylpropan-1-ol;tert-butyl (2R)-2-aMino-4-hydroxy-2-phenylbutanoate;(R)-Boc-3-amino-3-phenylpropan-1-ol;(R)-tert-Butyl (3-hydroxy-1-phenylpropyl)carbamate
• CAS NO: 158807-47-7
• Molecular Formula: C₁₄H₂₁NO₃
• Molecular Weight: 251.32144
• Mol File: 158807-47-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 404.6 °C at 760 mmHg
• Flash Point: 198.5 °C
• Appearance: /
• Density: 1.083 g/cm³
• Storage Temp.: 2-8°C
• PKA: 11.77±0.46(Predicted)
• CAS DataBase Reference: (R)-N-BOC-3-AMINO-3-PHENYL-PROPAN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-BOC-3-AMINO-3-PHENYL-PROPAN-1-OL(158807-47-7)
• EPA Substance Registry System: (R)-N-BOC-3-AMINO-3-PHENYL-PROPAN-1-OL(158807-47-7)

Safety Data

• Safety Statements: 24/25
• HazardClass: IRRITANT
• Hazardous Substances Data: 158807-47-7(Hazardous Substances Data)

Usage

General Description

(R)-N-BOC-3-AMINO-3-PHENYL-PROPAN-1-OL is a chemical compound with the molecular formula C15H23NO3. It is an amino alcohol derivative with a BOC (tert-butyloxycarbonyl) protecting group attached to the nitrogen atom. (R)-N-BOC-3-AMINO-3-PHENYL-PROPAN-1-OL is commonly used in organic synthesis as a chiral building block for the preparation of pharmaceuticals and other biologically active compounds. It has a chiral center at the 3-position and a phenyl group attached to the propyl chain, making it suitable for use in asymmetric synthesis and medicinal chemistry. (R)-N-BOC-3-AMINO-3-PHENYL-PROPAN-1-OL is a versatile intermediate that can be used in the production of a wide range of compounds with diverse applications.

Upstream product

• 135865-78-0 tert-butyl (1S)-3-oxo-1-phenylpropylcarbamate 
• 1624-53-9 2-(benzylideneamino)phenol 
• 100-52-7 benzaldehyde 
• 936499-92-2 (R)-3-amino-3-phenylpropan-1-ol hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 158851-29-7 (+)-tert-butyl [(1R)-1-phenylprop-2-en-1-yl]imidocarbonate 
• 124517-47-1 cinnamyl tert-butyl carbonate 
• 85217-69-2 cinnamyl methyl carbonate 
• 58377-44-9 N-(tert-butoxycarbonyl)-O-methylhydroxylamine 
• 103-54-8 cinnamyl acetate 
• 7217-71-2 1-phenyl-2-propenyl acetate 
• 1315566-29-0 C₁₅H₂₁NO₃ 
• 161024-80-2 (R)-3-((tert-butoxycarbonyl)amino)-3-phenylpropanoic acid 
• 1234571-68-6 S,S'-bis(2,6-dimethylphenyl) 2-(R)-((tert-butoxycarbonylamino)(phenyl)methyl)propanebisthioate 

Downstream Products

• 908290-50-6 (R)-4-phenyl-(1,3)-oxazinan-2-one 
• 908290-70-0 (R)-3-propanoyl-4-phenyl-(1,3)-oxazinan-2-one 

Relevant articles and documents

Chiral N,N′-Dioxide/Tm(OTf)3 Complex-Catalyzed Asymmetric Bisvinylogous Mannich Reaction of Silyl Ketene Acetal with Aldimines

An enantioselective bisvinylogous Mannich reaction of silyl ketene acetal with aldimines has been realized by using a chiral N,N′-dioxide/Tm(OTf)3 complex as catalyst, providing an effective method to synthesize chiral ζ-amino-α,β,γ,δ-unsaturated carbonyl compounds. (Figure presented.).

Direct Asymmetric Vinylogous and Bisvinylogous Mannich-Type Reaction Catalyzed by a Copper(I) Complex

A direct catalytic asymmetric vinylogous Mannich-type reaction has been disclosed in good yield, excellent regio-, diastereo- and enantioselectivity. The key to control the regioselectivity is the combination of a bulky N-acylpyrazole and a bulky bisphosphine ligand. The catalytic system was extended to a bisvinylogous Mannich-type reaction by changing the ligand. The synthetic utility of the vinylogous products was demonstrated by several transformations.

Synthesis and in vitro sodium channel blocking activity evaluation of novel homochiral mexiletine analogs

New chiral mexiletine analogs were synthesized in their optically active forms and evaluated in vitro as use-dependent blockers of skeletal muscle sodium channels. Tests carried out on sodium currents of single muscle fibers of Rana esculenta demonstrated