127641-25-2

Basic information

• Product Name: (1S,2R)-N-TOSYLEPHEDRINE
• Synonyms: (1S,2R)-N-TOSYLEPHEDRINE;(1R,2S)-N,N-TETRAMETHYLENENOREPHEDRINE;(1R,2S)-1-PHENYL-2-(1-PYRROLIDINYL)-1-PROPANOL;(1R,2S)-1-PHENYL-2-(1-PYRROLIDINYL)PROPAN-1-OL;(R-(R*,S*))-BETA-METHYL-ALPHA-PHENYL-1-P;(1R,2S)-1-PHENYL-2-(1-PYRROLIDINYL)-1-PROPANOL 98%;(1R,2S)-1-Phenyl-2-pyrrolidin-1-yl-propan-1-ol;(1R,2S)-2-Pyrrolidino-1-phenyl-1-propanol
• CAS NO: 127641-25-2
• Molecular Formula: C₁₃H₁₉NO
• Molecular Weight: 205.3
• EINECS: 1592732-453-0
• Product Categories: Asymmetric Synthesis;Synthetic Organic Chemistry;Chiral Building Blocks;Heterocyclic Building Blocks;Pyrrolidines
• Mol File: 127641-25-2.mol
• Article Data: 18

Chemical Properties

• Melting Point: 45-48 °C(lit.)
• Boiling Point: 321.268 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.076 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.562
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 13.89±0.20(Predicted)
• CAS DataBase Reference: (1S,2R)-N-TOSYLEPHEDRINE(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R)-N-TOSYLEPHEDRINE(127641-25-2)
• EPA Substance Registry System: (1S,2R)-N-TOSYLEPHEDRINE(127641-25-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 127641-25-2(Hazardous Substances Data)

Usage

Uses

(1R,2S)-2-Pyrrolidino-1-phenyl-1-propanol, is a chiral building block used in asymmetric synthesis. It is also used as a novel heterodimer chiral amide base for enantioselective deprotonation of ketones.

InChI:InChI=1/C13H19NO/c1-11(14-9-5-6-10-14)13(15)12-7-3-2-4-8-12/h2-4,7-8,11,13,15H,5-6,9-10H2,1H3/t11-,13-/m0/s1

Upstream product

• 110-52-1 1,4-dibromo-butane 
• 37577-28-9 (1S,2R)-(+)-norphedrine 
• 1215194-08-3 (S)-(-)-1-phenyl-2-(1-pyrrolidinyl)-1-propanone 
• 210558-66-0 (1R,2S)-(+)-1-phenyl-2-(1-pyrrolidinyl)-1-propanol hydrochloride 
• 71-43-2 benzene 
• 123-75-1 pyrrolidine 
• 4436-22-0 1-phenylpropylene oxide 
• 19134-50-0 (SR)-(+/-)-1-phenyl-2-(1-pyrrolidinyl)-1-propanone 
• 173676-57-8 1-phenyl-2-(pyrrolidin-1-yl)propan-1-ol 
• 93-55-0 1-phenyl-propan-1-one 
• 492-41-1 (1R,2S)-norephedrine 
• 628-21-7 1,4-Diiodobutane 

Downstream Products

• 209414-27-7 (2S)-2-(2-amino-5-chlorophenyl)-4-cyclopropyl-1,1,1-trifluorobut-3-yn-2-ol 
• 1224847-71-5 (1R,2S)-1-phenyl-2-(pyrrolidin-1-yl)propyl (2S)-5-[(tert-butoxycarbonyl)amino]-2-(4,5-dihydroimidazo[1,5-a]quinolin-3-ylmethyl)pentanoate 
• 1224847-72-6 (1R,2S)-1-phenyl-2-(pyrrolidin-1-yl)propyl (2R)-5-[(tert-butoxycarbonyl)amino]-2-(4,5-dihydroimidazo[1,5-a]quinolin-3-ylmethyl)pentanoate 
• 1224849-26-6 (1R,2S)-1-phenyl-2-(pyrrolidin-1-yl)propyl (2S)-5-[(tert-butoxycarbonyl)amino]-2-[(7-methyl-4,5-dihydroimidazo[1,5-a]quinolin-3-yl)methyl]pentanoate 
• 1239346-72-5 (2S,3R,7aR)-3-methyl-2-phenylhexahydropyrrolo[2.1-b]oxazole 
• 1403388-28-2 C₁₅H₂₀F₃NO₂Zn 
• 592551-69-4 (1R,2S)-1-phenyl-2-pyrrolidinylpropanamine 
• 166031-45-4 Thioacetic acid S-((1R,2S)-1-phenyl-2-pyrrolidin-1-yl-propyl) ester 

Relevant articles and documents

Enantioselective Conjugate Addition of Catalytically Generated Zinc Homoenolate

We report herein an enantioselective conjugate addition reaction of a zinc homoenolate, catalytically generated via ring opening of a cyclopropanol, to an α,β-unsaturated ketone. The reaction is promoted by a zinc aminoalkoxide catalyst generated from Et2Zn and a chiral β-amino alcohol to afford 1,6-diketones, which undergo, upon heating, intramolecular aldol condensation to furnish highly substituted cyclopentene derivatives with good to high enantioselectivities. The reaction has proved applicable to various 1-substituted cyclopropanols as well as chalcones and related enones. The chiral amino alcohol has proved to enable ligand-accelerated catalysis of the homoenolate generation and its conjugate addition. Positive nonlinear effects and lower reactivity of a racemic catalyst have been observed, which can be attributed to a stable and inactive heterochiral zinc aminoalkoxide dimer.

ANTICANCER COMPOUND PROCESS

The present invention relates to a process for preparing compound 1 that useful as an anticancer agent. In particular, the invention seeks to provide new methodology for preparing compound 1 and substituted derivatives thereof.

A (S)- N - methoxy - methyl -2 - (tetrahydro-pyrrolyl) propionamide and its preparation method and application

The invention discloses a (S)-N-methoxy-methyl-2-(pyrrolidine) propionamide shown as a formula (5). A preparation method is as follows: subjecting a starting material L-alanine to amino protection, reaction with N,O-dimethyl hydroxylamine hydrochloride, removal of amino protecting group, and alkylation; and subjecting the prepared compound shown as (5) to addition elimination and reduction to obtain an Efavirenz chiral ligand shown as the formula (7). The synthetic method of Efavirenz chiral ligand provided by the invention has the advantages of mild reaction conditions, simple operation, high yield and low production cost, and is suitable for industrialized production.