187324-63-6

Basic information

• Product Name: (1R,2S)-2-[N-BENZYL-N-(MESITYLENESULFONYL)AMINO]-1-PHENYL-1-PROPANOL
• Synonyms: (1R,2S)-2-[N-BENZYL-N-(2,4,6-TRIMETHYLBENZENESULFONYL)AMINO]-1-PHENYL-1-PROPANOL;(1R,2S)-2-[N-BENZYL-N-(MESITYLENESULFONYL)AMINO]-1-PHENYL-1-PROPANOL;(1R,2S)-N-BENZYL-N-(MESITYLENESULFONYL)NOREPHEDRINE;(1R,2S)-Benzylmesitylenesulfonylaminophenylpropanol;(1R,2S)-2-[N-BENZYL-N-(MESITYLENESULFONYL)AMINO]-1-PHENYL-1-PROPANOL 97+%;N-Benzyl-1-(3,5-dimethylphenyl)-N-((1R,2S)-1-hydroxy-1-phenylpropan-2-yl)methanesulfonamide;(1R,2S)-N-Benzyl-N-(mesitylenesulfonyl)norephedrine (1R,2S)-2-[N-Benzyl-N-(2,4,6-trimethylbenzenesulfonyl)amino]-1-phenyl-1-propanol;BenzenesulfonaMide,N-[(1S,2R)-2-hydroxy-1-Methyl-2-phenylethyl]-2,4,6-triMethyl-N-(phenylMethyl)-
• CAS NO: 187324-63-6
• Molecular Formula: C₂₅H₂₉NO₃S
• Molecular Weight: 423.57
• Product Categories: Asymmetric Synthesis;Synthetic Organic Chemistry
• Mol File: 187324-63-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 130.0 to 134.0 °C
• Boiling Point: 601.9oC at 760 mmHg
• Flash Point: 317.8oC
• Appearance: /
• Density: 1.186g/cm3
• Vapor Pressure: 2.45E-15mmHg at 25°C
• Refractive Index: -7 ° (C=2, CHCl3)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 13.49±0.20(Predicted)
• CAS DataBase Reference: (1R,2S)-2-[N-BENZYL-N-(MESITYLENESULFONYL)AMINO]-1-PHENYL-1-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S)-2-[N-BENZYL-N-(MESITYLENESULFONYL)AMINO]-1-PHENYL-1-PROPANOL(187324-63-6)
• EPA Substance Registry System: (1R,2S)-2-[N-BENZYL-N-(MESITYLENESULFONYL)AMINO]-1-PHENYL-1-PROPANOL(187324-63-6)

Safety Data

• Hazardous Substances Data: 187324-63-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C25H29NO3S/c1-18-15-19(2)25(20(3)16-18)30(28,29)26(17-22-11-7-5-8-12-22)21(4)24(27)23-13-9-6-10-14-23/h5-16,21,24,27H,17H2,1-4H3/t21-,24-/m0/s1

Upstream product

• 100-39-0 benzyl bromide 
• 108530-02-5 (1R,2S)-2-(N-mesitylenesulfonyl)amino-1-phenyl-1-propanol 
• 100-44-7 benzyl chloride 
• 187324-70-5 (1'R)-phenyl-(2'S)-[(phenylmethyl)[(2,4,6-trimethylphenyl)sulfonyl]amino]-propyl (3R)-hydroxy-(2R),4-dimethylpentanoate 
• 773-64-8 2-mesitylenesulphonyl chloride 
• 492-41-1 (1R,2S)-norephedrine 
• 187324-66-9 (1R,2S)-2-(N-benzyl-N-mesitylenesulfonyl)amino-1-phenyl-1-propyl propionate 
• 942133-13-3 (2R,3S,E)-((1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 3-hydroxy-5-iodo-2,4-dimethylpent-4-enoate 
• 756-79-6 dimethyl methane phosphonate 

Downstream Products

• 187324-66-9 (1R,2S)-2-(N-benzyl-N-mesitylenesulfonyl)amino-1-phenyl-1-propyl propionate 
• 244177-94-4 (1R,2S)-2-(N-benzyl-N-mesitylenesulfonyl)amino-1-phenyl-1-propyl 4-methylpentanoate 
• 457060-28-5 hepta-5,6-dienoic acid 2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester 
• 187324-70-5 (1'R)-phenyl-(2'S)-[(phenylmethyl)[(2,4,6-trimethylphenyl)sulfonyl]amino]-propyl (3R)-hydroxy-(2R),4-dimethylpentanoate 
• 244177-97-7 (2R,3R)-3-Hydroxy-2-isobutyl-pent-4-enoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester 

Relevant articles and documents

Modular total synthesis of archazolid A and B

(Chemical Equation Presented) A modular total synthesis of the potent V-ATPase inhibitors archazolid A and B is reported. The convergent preparation was accomplished by late-stage diversification of joint intermediates. Key synthetic steps involve asymmetric boron-mediated aldol reactions, two consecutive Still-Gennari olefinations to set the characteristic (Z,Z)-diene system, a Brown crotyboration, and a diastereo-selective aldol condensation of highly elaborate intermediates. For macrocyclization, both an HWE reaction and a Heck coupling were successfully employed to close the 24-membered macrolactone. During the synthetic campaign, a generally useful protocol for an E-selective Heck reaction of nonactivated alkenes and a method for the direct nucleophilic displacement of the Abiko-Masamune auxiliary with sterically hindered nucleophiles were developed. The expedient and flexible strategy will enable further SAR studies of the archazolids and more detailed evaluations of target-inhibitor interactions. 2009 American Chemical Society.

2-(N-benzyl-N-mesitylenesulfonyl)amino-1-phenyl-1-propyl propionate: [[Benzenesulfonamide, 2,4,6-trimethyl-n-[1-methyl-2-(1-oxopropoxy)-2-phenylethyl]-n-(phenylmethyl)-, [R-(R*,S*)]-]

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The anti-selective boron-mediated asymmetric aldol reaction of carboxylic esters

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