550-58-3

Basic information

• Product Name: (1R,2S)-1,2-Diphenyl-2-(methylamino)ethanol
• Synonyms: (1R,2S)-1,2-Diphenyl-2-(methylamino)ethanol;[1R,2S,(-)]-1,2-Diphenyl-2-methylaminoethanol;[αR,βS,(-)]-β-Methylamino-α-phenylbenzeneethanol;erythro-(-)-Ephenamine;(1R,2S)-2-(methylamino)-1-phenyl-Benzeneethanol
• CAS NO: 550-58-3
• Molecular Formula: C₁₅H₁₇NO
• Molecular Weight: 227.3
• Mol File: 550-58-3.mol
• Article Data: 13

Chemical Properties

• Melting Point: 177 °C (decomp)(Solv: 1,4-dioxane (123-91-1); ethyl ether (60-29-7))
• Boiling Point: 355.5±9.0 °C(Predicted)
• Appearance: /
• Density: 1.096±0.06 g/cm3(Predicted)
• PKA: 13.70±0.20(Predicted)
• CAS DataBase Reference: (1R,2S)-1,2-Diphenyl-2-(methylamino)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S)-1,2-Diphenyl-2-(methylamino)ethanol(550-58-3)
• EPA Substance Registry System: (1R,2S)-1,2-Diphenyl-2-(methylamino)ethanol(550-58-3)

Safety Data

• Hazardous Substances Data: 550-58-3(Hazardous Substances Data)

Upstream product

• 550-58-3 N-methylamino-2 diphenyl-1,2 ethanol erythro 
• 39664-88-5 N-[(1S,2R)-2-hydroxy-1,2-diphenylethyl]formamide 
• 23190-16-1 (1R,2S)-2-Amino-1,2-diphenylethanol 
• 301191-47-9 N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]formamide 
• 530-36-9 (1S,2S)-2-amino-1,2-diphenylethanol 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 813459-63-1 ((1S,2R)-2-Hydroxy-1,2-diphenyl-ethyl)-carbamic acid methyl ester 
• 1380213-66-0 C₄₇H₅₉ClN₄O₆SSi 
• 1443008-04-5 tert-butyl ((S)-1-(((1S,2S)-2-hydroxy-1,2-diphenylethyl)(methyl)amino)-1-oxopropan-2-yl)carbamate 
• 1443007-93-9 (R)-2-((E)-(2,2-dimethylpropylidene)amino)-N-((1S,2S)-2-hydroxy-1,2-diphenylethyl)-N-methylpropanamide 
• 1443007-95-1 (S)-2-((E)-(2,2-dimethylpropylidene)amino)-N-((1S,2S)-2-hydroxy-1,2-diphenylethyl)-N-methylpropanamide 
• 1443008-10-3 (S)-2-amino-N-((1S,2S)-2-hydroxy-1,2-diphenylethyl)-N,2-dimethyl-3-phenylpropanamide 
• 124-41-4 sodium methylate 
• 100-51-6 benzyl alcohol 

Downstream Products

• 46797-67-5 (1S,2R)-(+)-2-(methylamino)-1,2-diphenylethanol 
• 71653-76-4 (+/-)-(threo-α'-chloro-bibenzyl-α-yl)-methyl-amine; hydrochloride 
• 94675-08-8 (+/-)-N-(erythro-α'-hydroxy-bibenzyl-α-yl)-N-methyl-acetamide 
• 102441-83-8 3-methyl-2ξ-(4-nitro-phenyl)-4r,5c-diphenyl-oxazolidine 
• 102441-83-8 3-methyl-2ξ-(4-nitro-phenyl)-4r,5t-diphenyl-oxazolidine 
• 32461-34-0 3-methyl-4,5-diphenyl-oxazolidin-2-one 
• 32461-34-0 3-methyl-4,5-diphenyl-oxazolidin-2-one 
• 84494-64-4 3-methyl-r-2,c-4,c-5-triphenyloxazolidine 
• 84494-64-4 3-methyl-r-2,c-4,t-5-triphenyloxazolidine 
• 108826-61-5 (2S,4R,5R)-3-Methyl-4,5-diphenyl-[1,2,3]oxathiazolidine 2-oxide 
• 108826-61-5 (2R,4R,5R)-3-Methyl-4,5-diphenyl-[1,2,3]oxathiazolidine 2-oxide 
• 6103-39-5 4-methyl-5,6-diphenylmorpholine-2,3-dione 
• 46864-14-6 (1S,2R)-N,N-dimethyl-2-hydroxy-1,2-diphenyl-ethylamine 
• 848572-61-2 N-(1,2-diphenyl-2-trimethylsilanyloxy-ethyl)-2,2,2-trifluoro-N-methyl-acetamide 

Relevant articles and documents

Stereoinversion of Unactivated Alcohols by Tethered Sulfonamides

The direct, catalytic substitution of unactivated alcohols remains an undeveloped area of organic synthesis. Moreover, catalytic activation of this difficult electrophile with predictable stereo-outcomes presents an even more formidable challenge. Described herein is a simple iron-based catalyst system which provides the mild, direct conversion of secondary and tertiary alcohols to sulfonamides. Starting from enantioenriched alcohols, the intramolecular variant proceeds with stereoinversion to produce enantioenriched 2- and 2,2-subsituted pyrrolidines and indolines, without prior derivatization of the alcohol or solvolytic conditions.

Collective Synthesis of cladiellins based on the gold-catalyzed cascade reaction of 1,7-diynes

The cladiellin family of natural products, which includes molecules with various biological activities, continues to invite new synthetic studies. A gold-catalyzed tandem reaction of 1,7-diynes to construct the 6-5-bicyclic ring systems that are present in a number of natural products was developed. This reaction was applied as the key step to realize the formal and total syntheses of nine members of the cladiellin family in an enantio- and diastereoselective manner. This modular and efficient approach could also be used for the construction of other cladiellins, as well as their analogues, for follow-up studies. Clad(iellins) in gold: A gold-catalyzed tandem reaction of 1,7-diynes was previously developed to construct the 6-5-bicyclic ring systems that are present in a number of natural products. This reaction was applied to realize the total synthesis of nine members of the cladiellin family. This modular and efficient approach, which is enantio- and stereoselective, could also be used for the construction of other cladiellins and their analogues. Copyright

Synthesis of quaternary α-methyl α-amino acids by asymmetric alkylation of pseudoephenamine alaninamide pivaldimine

The utility of pseudoephenamine as a chiral auxiliary for the alkylative construction of quaternary α-methyl α-amino acids is demonstrated. The method is notable for the high diastereoselectivities of the alkylation reactions, for its versatility with respect to electrophilic substrate partners, and for its mild hydrolysis conditions, which provide α-amino acids without salt contaminants. Alternatively, α-amino esters can be obtained by direct alcoholysis.