40626-29-7

Usage

Uses

Used in Pharmaceutical Industry:
D-(+)-Norephedrine hydrochloride is used as a key intermediate in the synthesis of pyrrolopyridines, which are ERK inhibitors. These inhibitors are useful in the treatment of various diseases by modulating specific cellular signaling pathways, potentially leading to therapeutic benefits for patients.
Used in Drug Development:
D-(+)-Norephedrine hydrochloride plays a crucial role in the development of new drugs targeting specific enzymes or receptors. Its unique stereochemistry allows for the creation of more selective and potent medications, which can improve treatment outcomes and reduce side effects for patients.

InChI:InChI=1/C9H13NO.ClH/c1-7(10)9(11)8-5-3-2-4-6-8;/h2-7,9,11H,10H2,1H3;1H/t7-,9-;/m1./s1

Upstream product

• 26251-08-1 2-nitro-1-phenylpropan-1-ol 
• 133735-62-3 <2S-(2a(αS*,βR*),3aα,4β,7β,7aα)>-α-methyl-β-<(octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy>benzolethanamin 
• 154-41-6 norephedrine hydrochloride 
• 154-41-6 erythro-1-phenyl-1-hydroxy-2-propylammonium chloride 
• 4380-71-6 erythro-2-benzoylamino-1-phenylpropan-1-ol 
• 38222-77-4 trans-2,5-diphenyl-4-methyl-1,3-oxazoline 
• 38222-78-5 threo-1-benzoyloxy-1-phenyl-2-propylammonium chloride 
• 1369998-47-9 (1R,2R)-1-phenyl-2-(1-piperidinyl)-1-chloropropane hydrochloride 
• 135028-68-1 <2S-(2a(R*),3aα,4β,7β,7aα)>-α-<(octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy>benzolacetonitril 
• 532-28-5 (RS)-mandelonitrile 
• 910471-77-1 2-(tert-butyldiphenylsilyloxy)-2-phenylacetonitrile 
• 100-52-7 benzaldehyde 
• 42407-55-6 (1RS,2RS)-2-dibenzylamino-1-phenyl-propan-1-ol; hydrochloride 

Downstream Products

• 77943-39-6 4-methyl-5-phenyloxazolidin-2-one 
• 81581-15-9 (2R,4R,5S)-2-ethoxy-4-methyl-5-phenyl-1,3,2-oxazaphospholidine-2-thione 
• 81623-63-4 (2S,4R,5S)-2-ethoxy-4-methyl-5-phenyl-1,3,2-oxazaphospholidine-2-thione 
• 81581-16-0 (2R,4R,5S)-2-dimethylamino-4-methyl-5-phenyl-1,3,2-oxazaphospholidine-2-thione 
• 116782-32-2 (1S,2R)-1-phenyl-2-<(ethoxycarbonyl)amino>propanol 
• 101179-53-7 1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-pent-1-en-3-ol 
• 66200-54-2 5-methyl-4-phenyl-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine 
• 166107-73-9 C₁₁H₁₅NOS 
• 1215194-05-0 (1S,2R)-(+)-1-phenyl-2-(1-pyrrolidinyl)-1-propanol hydrochloride 

Relevant academic research and scientific papers

A NOVEL METHOD FOR SYNTHESIS OF OPTICALLY PURE BETA-AMINO ALCOHOLS

A method for the preparation of β-amino alcohol of formula (III) in which R1 is Ph, (substituted) Ph, R2 is C1-8 alkyl or C4-6 cyclo alkyl, R3 = R4R5CHNH2 where, R4 = H, C1-8 alkyl, C4-6 cyclo alkyl, or - COOR6 (R6=C1-C8 alkyl); R5 = (subst) aryl], the method including subjecting an α-hydroxy ketone of formula (I) in which R1 and R2 are as defined above is reacted with a chiral amine of formula R3NH2 where R3 = R4R5CH- where, R4 = H, C1-8 alkyl, C4-6 cycloalkyl, or - COOR6 (R6=C1-8 alkyl), R5 = (subst) aryl] to produce a compound of formula (II) in which R1, R2 and R3 are as defined above, followed by reduction to form the compound of formula (III).

Simple preparation process of syn phenylpropanolamines from racemic O-TBDPS cyanohydrins

In this article, a practically interesting route for the diastereoselective synthesis of phenylpropanolamines has been demonstrated for the first time. Using racemic O-tert-butyldiphenylsilyl (TBDPS) cyanohydrins as the starting materials, various syn phenylpropanolamines and derivatives (e.g., norpseudophedrine) have been successfully prepared in exellent diastereoselectivity via a practically interesting process.

Remarkable enantioselective α-amination in 1-phenyl-2-(N-alkylamino)- 1-propanol

(1R,2R)-1-Phenyl-1-alkyl/arylamino-2-(N-alkylamino)propane hydrochloride salts have been synthesized with high degree of enantiomeric purity from (1S,2R)-(+)-1-phenyl-2-(N-alkylamino)-1-propanol through the corresponding chloro derivatives. This reaction sequence involves three inversions with overall inversion of configuration at C-1. Copyright

Development of new HPLC chiral stationary phases based on native and derivatized cyclofructans

An unusual class of chiral selectors, cyclofructans, is introduced for the first time as bonded chiral stationary phases. Compared to native cyclofructans (CFs), which have rather limited capabilities as chiral selectors, aliphatic-and aromatic-functionalized CF6s possess unique and very different enantiomeric selectivities. Indeed, they are shown to separate a very broad range of racemic compounds. In particular, aliphatic-derivatized CF6s with a low substitution degree baseline separate all tested chiral primary amines. It appears that partial derivatization on the CF6 molecule disrupts the molecular internal hydrogen bonding, thereby making the core of the molecule more accessible. In contrast, highly aromaticfunctionalized CF6 stationary phases lose most of the enantioselective capabilities toward primary amines, however they gain broad selectivity for most other types of analytes. This class of stationary phases also demonstrates high "loadability" and therefore has great potential for preparative separations. The variations in enantiomeric selectivity often can be correlated with distinct structural features of the selector. The separations occur predominantly in the presence of organic solvents.

Controlled release pharmaceutical preparation

A controlled release pharmaceutical preparation comprising a core containing a medicinal compound and a coating layer containing a water-repellent salt and a water-insoluble and slightly water-permeable acrylic polymer having trimethylammoniumethyl group. Said preparation releases a medicinal compound in a sigmoid type dissolution pattern irrespective of the PH of a dissolution medium.

Amino-Alcohols, I: A Method for the Synthesis of Enantiomerically Pure 1,2-Aminoalcohols with erythro-Configuration

The synthesis of both enantiomers of norephedrine and norisoephedrine is described to present a method for the preparation of enantiomerically pure branched 1,2-aminoalcohols.In a one pot reaction enantiomerically pure cyanohydrins bearing an acetal protective group are subjected to Grignard-reaction followed by addition of lithium aluminium hydride.After deprotection the target compounds are obtained.

STEREOCHEMICAL COURSE OF THE REACTION OF 2-HALOETHYL ISOTHIOCYANATES WITH NUCLEOPHILES. sTEREOSPECIFIC ROUTE TO 4,5-DISUBSTITUTED Δ2-THIAZOLINES AND THIAZOLIDINE-2-THIONES

Diastereoisomeric 1-chloro-1-phenyl-2-isothiocyanatopropanes have been prepared.They reacted stereospecifically with CH3ONa, diethylamine, aniline and NaSH to give pure cis or trans-4,5-disubstituted Δ2-thiazolines and thiazolidine-2-thiones whose configuration was determined using the nuclear Overhauser effect.The preponderant conformation of diastereoisomeric 1-chloro-1-phenyl-2-isothiocyanatopropanes was estimated on the basis of coupling constants of vicinal protons.