119364-52-2

Basic information

• Product Name: (1S,2R)-2-amino-1-phenylpropane-1,3-diol
• Synonyms: (1S,2R)-2-amino-1-phenylpropane-1,3-diol
• CAS NO: 119364-52-2
• Molecular Weight: 167.208
• Mol File: 119364-52-2.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (1S,2R)-2-amino-1-phenylpropane-1,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R)-2-amino-1-phenylpropane-1,3-diol(119364-52-2)
• EPA Substance Registry System: (1S,2R)-2-amino-1-phenylpropane-1,3-diol(119364-52-2)

Safety Data

• Hazardous Substances Data: 119364-52-2(Hazardous Substances Data)

Upstream product

• 38114-29-3 (+/-)-methyl (βS)-β-hydroxy-1-phenylalaninate 
• 15917-28-9 (2RS,3RS)-2-amino-3-hydroxy-3-phenyl-propionic acid ethyl ester 
• 625-48-9 2-nitro-1-ethanol 
• 100-52-7 benzaldehyde 
• 3306-06-7 (1RS,2SR)-2-amino-1-phenyl-propane-1,3-diol 
• 104398-16-5 (2RS,3SR)-2-amino-3-methoxy-3-phenyl-propan-1-ol 
• 15917-28-9 (2RS,3SR)-2-amino-3-hydroxy-3-phenyl-propionic acid ethyl ester 
• 24223-57-2 N-((1RS,2RS)-2-hydroxy-1-hydroxymethyl-2-phenyl-ethyl)-phthalimide 
• 75445-33-9 trans-4-Hydroxymethyl-5-phenyl-2-oxazolin 
• 54299-23-9 (+/-)-threo-5-amino-4-phenyl-1,3-dioxane 
• 42267-16-3 threo-DL-β-phenylserine ethyl ester hydrochloride 
• 77940-37-5 5-bromo-4-phenyl-[1,3]dioxane 
• 91247-54-0 1-Phenyl-2-acetamido-1,3-propandiol 
• 32946-42-2 (2S,3S)-2-amino-3-hydroxy-3-phenylpropanoic acid 

Downstream Products

• 25126-19-6 (1RS,2RS)-2-(2,2-dichloro-acetylamino)-1-phenyl-propane-1,3-diol 
• 25126-19-6 (1RS,2SR)-2-(2,2-dichloro-acetylamino)-1-phenyl-propane-1,3-diol 
• 102312-49-2 (2RS,3SR)-2-amino-3-chloro-3-phenyl-propan-1-ol 
• 3306-06-7 (+/-)-threo-2-amino-1-phenyl-1,3-propanediol 
• 28143-91-1 (1S,2S)-2-amino-1-phenyl-1,3-diol 
• 46032-98-8 (1R,2R)-2-amino-1-phenylpropane-1,3-diol 
• 60204-56-0 4a,6a-dimethyl-2t-phenyl-(2ar,4aξ,6aξ)-hexahydro-1,4-dioxa-6b-aza-cyclopenta[cd]pentalene 
• 94027-44-8 [(RS)-5-((SR)-hydroxy-phenyl-methyl)-2-oxo-morpholin-3-ylidene]-acetic acid ethyl ester 
• 94027-44-8 [(RS)-5-((RS)-hydroxy-phenyl-methyl)-2-oxo-morpholin-3-ylidene]-acetic acid ethyl ester 
• 3306-06-7 2-Amino-1-phenyl-propane-1,3-diol 
• 106214-22-6 (1RS,2SR)-3-acetoxy-2-acetylamino-1-chloro-1-phenyl-propane 
• 107520-51-4 (1RS,2RS)-3-benzoyloxy-2-(2,2-dichloro-acetylamino)-1-phenyl-propan-1-ol 
• 3313-19-7 (1RS,2RS)-2-acetylamino-1-phenyl-propane-1,3-diol 
• 119-62-0 (+/-)-threo-1-(4-nitro-phenyl)-2-amino-1,3-propanediol 

Relevant articles and documents

Oxidant controlled regio- and stereodivergent azidohydroxylation of alkenes via I2 catalysis

A novel, I2 catalyzed regio- and stereodivergent vicinal azidohydroxylation of alkenes leading to 1,2-azidoalcohols in high yields (up to 92%) and excellent dr (up to 98%) has been developed. This unprecedented transformation employs NaN3 and DMF as N- and O-nucleophiles respectively. The role of DMF as the O-source in the reaction has been unequivocally proven by 18O labelling studies.

Synthesis of chiral polydentate ligands and the use of their titanium complexes as pre-catalysts for the asymmetric trimethylsilylcyanation of benzaldehyde

A number of polydentate ligands based on enantiomerically pure binaphthol have been synthesized. The ligand complexes with titanium isopropoxide were used as catalysts for the asymmetric addition of trimethylsilyl cyanide to benzaldehyde. A fragment with axial chirality is responsible for the configuration of O-trimethylsilyl cyanohydrin product. In the case of the optimum ligand based on (R)-binaphthol and (S)-leucinol, an enantiomeric excess of 86% and quantitative yield were achieved in 4 h.

Synthesis and biological evaluation of four stereoisomers of PDMP-analogue, N-(2-decylamino-3-hydroxy-3-phenylprop- 1-yl)-β-valienamine, and related compounds

All stereoisomers with regard to C-1 and 2 of 1-phenyl-2-decanoylamino-3-morpholino-1-propanol (PDMP) analogue containing unsaturated (β-valienamine) and saturated 5a-carba-β-D-glucopyranosylamine (β-validamine) residues in place of morpholine moiety were synthesized. Although PDMP is a potent and specific glucosylceramide synthase inhibitor, the former valienamine analogues (4a-d) have been shown to be strong glucocerebrosidase inhibitors (IC50 3-7 x10-7 M). The latter validamine analogues (5a-d) were also moderate glucocerebrosidase inhibitors (IC50 5-20 x 10-6 M). A series of compounds synthesized lacked an inhibitory potency against the glucosyltransferase at all. Whereas the analogue 6a composed of epimeric α-valienamine residue did not possess any potency against both enzymes.