127598-01-0

Basic information

• Product Name: (1R,2R)-N-(3-hydroxy-2-methyl-1-phenyl-propyl)-4-methyl-benzenesulfonamide
• Synonyms: (1R,2R)-N-(3-hydroxy-2-methyl-1-phenyl-propyl)-4-methyl-benzenesulfonamide
• CAS NO: 127598-01-0
• Molecular Weight: 319.425
• Mol File: 127598-01-0.mol

Chemical Properties

• CAS DataBase Reference: (1R,2R)-N-(3-hydroxy-2-methyl-1-phenyl-propyl)-4-methyl-benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-N-(3-hydroxy-2-methyl-1-phenyl-propyl)-4-methyl-benzenesulfonamide(127598-01-0)
• EPA Substance Registry System: (1R,2R)-N-(3-hydroxy-2-methyl-1-phenyl-propyl)-4-methyl-benzenesulfonamide(127598-01-0)

Safety Data

• Hazardous Substances Data: 127598-01-0(Hazardous Substances Data)

Upstream product

• 127598-11-2 4-methyl-N-(2-methyl-1-phenylallyl)benzenesulfonamide 
• 3893-40-1 N-(2-oxo-1-phenyl-propyl)-4-methyl-benzenosulfonamide 
• 917-54-4 methyllithium 
• 1504-55-8 2-methyl-3-phenylprop-2-en-1-ol 
• 127-65-1 chloroamine-T 
• 904670-33-3 (2R,3R)-2-methyl-3-phenyl-3-(toluene-4-sulfonylamino)-propionic acid methyl ester 
• 851759-50-7 2-[(4-nitro-benzenesulfonylamino)-(S)-phenyl-methyl]-acrylic acid methyl ester 
• 167316-29-2 (2R,3R)-3-amino-2-methyl-3-phenyl-propionic acid methyl ester 
• 904670-12-8 (2R,3R)-2-methyl-3-(4-nitrobenzenesulfonylamino)-3-phenyl-propionic acid methyl ester 
• 350479-90-2 (S,E)-N-benzylidene-4-methylbenzenesulfinamide 
• 181874-01-1 trans-(S_S,2R,3S)-(+)-N-(p-toluenesulfinyl)-2-methyl-2-carbomethoxy-3-phenylaziridine 

Downstream Products

• 193980-00-6 (2R,3R)-(+)-2-methyl-3-(4-methylphenylsulfonamido)-3-phenylpropanoic acid 

Relevant articles and documents

Synthesis of 1,3-Amino Alcohols by Hydroxy-Directed Aziridination and Aziridine Hydrosilylation

We describe an approach to N-tosyl 1,3-amino alcohols that consists of a diastereoselective aziridination reaction of acyclic allylic alcohols and an unprecedented regioselective hydrosilylation of α-hydroxy aziridines. The products contain up to three co

A 4-hydroxypyrrolidine-catalyzed mannich reaction of aldehydes: Control of anti-selectivity by hydrogen bonding assisted by bronsted acids

An anti-selective Mannich reaction of aldehydes with N-sulfonyl imines has been developed by using a 4-hydroxypyrrolidine in combination with an external Bronsted acid. The catalyst design is based on three elements: the ct-substituent of the pyrrolidine, the 4-hydroxy group, and the Bronsted acid, the combination of which is essential for high chemical and stereochemical efficiency. The reaction works with aromatic aldehydederived imines, which have rarely been employed in previously reported enamine-based anti-Mannich reactions. Additionally, both N-tosyl and N-nosyl imines can be successfully used and the Mannich adducts can be easily reduced or oxidized, and after N-deprotection the corresponding ss-amino acids and ss-amino alcohols can be obtained with good yields. The results also show that this ternary catalytic system may be practical in other enamine-based reactions.

Highly enantioselective aza-Baylis-Hillman reactions catalyzed by chiral thiourea derivatives

We report the discovery of asymmetric aza-Baylis-Hillman (ABH) reactions of N-p-nitrobenzenesulfonylimines with methyl acrylate catalyzed by chiral thiourea derivatives. A series of aromatic imines was found to undergo coupling with methyl acrylate with u

Aziridine 2-carboxylate ester mediated asymmetric synthesis of α-alkyl β-amino acids

The highly stereoselective ring opening of N-tosylaziridine 2-carboxylate esters with LiAIH4 followed by oxidation of the ensuing syn alcohols results in a highly efficient 4 step asymmetric synthesis of α-methyl β-amino acids from N-sulfinylaziridine 2-carboxylate esters.

Studies of Regio- and Stereoselectivity in Some Nucleophilic Ring Opening Reactions of N-Tosyl-3-phenyl-2-aziridinemethanols and Derivatives

A study has been made of the regio- and stereoselectivity of the ring opening reactions of the 3-aryl substituted aziridines 1 and 2.The regiochemical outcome is apparently decided by a balance of electronic activation at C-3 by the phenyl group and the c

Manipulation of Substrate-Controlled Diastereoselectivities in Hydroborations in Acyclic Allylamine Derivatives

Racemic, and optically active, 2-methyl-3-(N-tosylamino)alkenes I were prepared and subjected to both catalyzed and uncatalyzed hydroborations.Data obtained for the catalyzed hydroborations of these allylamine derivatives are consistent with the theory of

SUBSTRATE-CONTROLLED DIASTEREOSELECTIVITY IN CATALYZED AND UNCATALYZED HYDROBORATIONS OF ALLYLIC AMINE DERIVATIVES

Hydroboration of the protected, homochiral allylic amines (6)-(10) with 9-BBN, and with catecholborane/rhodium catalyst, give different stereoselectivities; the catalyzed reactions provide access to syn-3-amino-2-methyl alcohols (11)-(15).