104863-92-5

Basic information

• Product Name: (1R,2S)-1-phenyl-2-benzyloxycarbonylamino-1-propanol
• Synonyms: (1R,2S)-1-phenyl-2-benzyloxycarbonylamino-1-propanol
• CAS NO: 104863-92-5
• Molecular Weight: 285.343
• Mol File: 104863-92-5.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: (1R,2S)-1-phenyl-2-benzyloxycarbonylamino-1-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S)-1-phenyl-2-benzyloxycarbonylamino-1-propanol(104863-92-5)
• EPA Substance Registry System: (1R,2S)-1-phenyl-2-benzyloxycarbonylamino-1-propanol(104863-92-5)

Safety Data

• Hazardous Substances Data: 104863-92-5(Hazardous Substances Data)

Upstream product

• 75-16-1 methylmagnesium bromide 
• 499140-11-3 benzyl (2S,4S,5R)-4-methyl-5-phenyl-1,2,3-oxathiazolidine-2-oxide-3-carboxylate 
• 2633-66-1 2-mesitylmagnesium bromide 
• 499140-12-4 benzyl (2R,4S,5R)-4-methyl-5-phenyl-1,2,3-oxathiazolidine-2-oxide-3-carboxilate 
• 28819-05-8 (S)-2-benzyloxycarbonylamino-propionic acid methyl ester 
• 82353-55-7 benzyl (S)-1-oxopropan-2-ylcarbamate 
• 100-58-3 phenylmagnesium bromide 
• 591-51-5 phenyllithium 
• 114744-83-1 (S)-benzyl (1-(N,O-dimethylhydroxylamine)-1-oxopropan-2-yl)carbamate 
• 105226-55-9 (2S,4S,5R)-2-((E)-2-Methoxycarbonyl-vinyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 37661-60-2 phenylmethyl (4S)-5-oxo-4-methyl-1,3-oxazolidine-3-carboxylate 
• 677-22-5 tert-butylmagnesium chloride 
• 54064-02-7 benzyl [(1S)-1-methyl-2-oxo-2-phenylethyl]carbamate 
• 105140-28-1 (2S,4S,5R)-2-((S)-1-Methoxycarbonylmethyl-pentyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 

Downstream Products

• 120810-75-5 (2S,4S,5R)-2-((E)-3,3-Dimethoxy-propenyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 90-82-4 pseudoephedrine 
• 104863-88-9 (2S,4S,5R)-2-((1S,2R)-3-Benzyloxy-1,2-dihydroxy-propyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 104863-88-9 (2S,4S,5R)-2-((1R,2S)-3-Benzyloxy-1,2-dihydroxy-propyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 104863-89-0 (2S,4S,5R)-2-((1S,2S)-1,2-Dihydroxy-2-methoxycarbonyl-ethyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 104863-89-0 (2S,4S,5R)-2-((1R,2R)-1,2-Dihydroxy-2-methoxycarbonyl-ethyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 138058-66-9 (2R,4S,5R)-2-((S)-2-Benzyloxy-1-methyl-ethyl)-2,4-dimethyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 138058-63-6 (2R,4S,5R)-2-((R)-1-tert-Butylsulfanylcarbonyl-ethyl)-2,4-dimethyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 138058-72-7 (2R,4S,5R)-2-((R)-1-Methoxycarbonyl-ethyl)-2,4-dimethyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 138058-64-7 (2R,4S,5R)-2,4-Dimethyl-2-((R)-1-methyl-2-oxo-butyl)-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 138058-65-8 (2R,4S,5R)-2-((S)-2-Hydroxy-1-methyl-ethyl)-2,4-dimethyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 138058-71-6 (2R,4S,5R)-2-Allyl-2,4-dimethyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 120810-86-8 (2S,4S,5R)-2-[(S)-1-(2-Benzyloxy-ethyl)-pentyl]-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 120810-96-0 (2S,4S,5R)-2-((S)-1-Carboxymethyl-pentyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 

Relevant articles and documents

Highly diastereoselective catalytic Meerwein-Ponndorf-Verley reductions

Very practical synthesis of ephedrine analogues in high yields and enantiopurity was realized by a highly diastereoselective Meerwein-Ponndorf- Verley (MPV) reduction of protected α-amino aromatic ketones using catalytic aluminum isopropoxide. The high anti selectivity resulted from the chelation of the nitrogen anion to the aluminum. In contrast, high syn selectivity was obtained with α-alkoxy ketones and other compounds via Felkin-Ahn control.

An enantioselective synthesis of (1S,2S)-pseudoephedrine

Synthesis of (1S,2S)-pseudoephedrine is described via reduction of an alanine-derived oxazolidinone followed by treating with phenyl magnesium bromide and chemoselective N-methylation in an efficient and practical manner. (C) 2000 Elsevier Science Ltd.

Highly stereoselective acetylations via norephedrine derived oxazolidines

Norephedrine derived 2-methoxy-2-methyl oxazolidine 2 is an efficient stereoselective acetylating agent in reactions with stereogenic silylenolethers and silylketenethiolacetals. Moderate selectivity is also obtained upon acetylation of crotyltin reagents