131321-84-1

Basic information

• Product Name: (R)-3-Azido-1,2-propanediol
• Synonyms: (R)-3-Azido-1,2-propanediol
• CAS NO: 131321-84-1
• Molecular Formula: C3H7 N3 O2
• Molecular Weight: 0
• Mol File: 131321-84-1.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: (R)-3-Azido-1,2-propanediol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-Azido-1,2-propanediol(131321-84-1)
• EPA Substance Registry System: (R)-3-Azido-1,2-propanediol(131321-84-1)

Safety Data

• Hazardous Substances Data: 131321-84-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-3-Azido-1,2-propanediol is used as a key building block for the synthesis of pharmaceuticals, particularly in the creation of glycosidic linkages and nucleoside analogs. Its role in the development of these compounds is essential for advancing drug discovery and improving therapeutic options.
Used in Chiral Compounds Synthesis:
In the field of chiral chemistry, (R)-3-Azido-1,2-propanediol is utilized as a starting material for the preparation of chiral amino alcohols and other chiral compounds. These chiral molecules have significant applications in various industries, including pharmaceuticals, agrochemicals, and the synthesis of specialty chemicals.
Used in Organic Synthesis:
(R)-3-Azido-1,2-propanediol serves as a valuable reagent in organic synthesis, enabling the creation of a wide range of organic compounds with diverse applications. Its versatility in this field contributes to the development of new materials and compounds with potential uses in various industries.

InChI:InChI=1/C3H7N3O2/c4-6-5-1-3(8)2-7/h3,7-8H,1-2H2/t3-/m1/s1

Upstream product

• 60456-23-7 (S)-oxiranemethanol 

Downstream Products

• 148983-23-7 (R)-1-<(tert-butoxycarbonyl)amino>-2,3-dihydroxypropane 
• 66211-46-9 (R)-3-amino-1,2-propanediol 

Relevant articles and documents

Magnesium chloride (MgCl2) catalyzed highly regioselective C-3 ring opening of 2,3 epoxy alcohols by N-nucleophile

We herein report Magnesium chloride (MgCl2) catalyzed first highly C3-selective ring-opening reaction of various 2,3-epoxy alcohols with assorted N-Nucleophiles and sodium azide to furnish 3-amino-1,2 diols and 3-azido-1,2 diols respectively in high yields under mild reaction conditions. This protocol attributes the use of catalytic amount of Magnesium chloride (MgCl2), simple reaction conditions, practical operation and broad functional group tolerance.

MACROCYCLIC KINASE INHIBITORS AND THEIR USE

The present disclosure relates to certain chiral diaryl macrocyclic derivatives, pharmaceutical compositions containing them, and methods of using them to treat cancer, pain, neurological diseases, autoimmune diseases, and inflammation.

MACROCYCLIC COMPOUNDS FOR TREATING DISEASE

The present disclosure relates to certain macrocyclic derivatives, pharmaceutical compositions containing them, and methods of using them to treat disease, such as cancer.

TGR5 AGONISTS

The invention relates to novel 1,4-diazepan-2-one compounds, which are TGR5 agonists and useful for the treatment of metabolic disorders, inflammatory diseases, atherosclerosis and dyslipidemias.

Synthesis and biological evaluation of novel gramicidin s analogues

The synthesis of three new analogues of the cyclic cationic antimicrobial peptide Gramicidin S is described. These derivatives contain a modified turn region in which the DPhe-Pro motif has been replaced by a constrained furanoid sugar amino ac

The efficient resolution of protected diols and hydroxy aldehydes by lipases: Steric auxilliary approach and synthetic applications

1,n-Diols (n = 2-5) and 2-hydroxy aldehydes protected with a steric auxilliary are transformed by Pseudomonas lipases with high enantioselectivity, thus allowing the efficient resolution of these molecules and the synthesis of related derivatives with high optical purity.

Ring-opening of glycidyl derivatives by silanes mediated by Ti(O-i-Pr)4 or Al(O-i-Pr)3: Access to versatile C3 building blocks

Ring-opening of chiral glycidol or glycidyl tosylate by Me3SiN3 or Me3SiCN catalyzed by Ti(O-i-Pr)4 or Al(O-i-Pr)3 occurred in a regiospecific manner and with very high stereoselectivity, leading to new trifunctionalized chiral building blocks. The enantiomeric excess of the ring-opened products was 90-95%, as determined by 1H NMR of the Mosher ester derivatives, indicating that there was no significant loss of optical purity during the ring-opening. This methodology was applied for the one-pot synthesis of (R)-1-azido-3-naphthyloxy-2-hydroxypropane in 94% ee, a precursor of analogs of propranolol.

Enantioselective Synthesis of (2S)-1-Benzyloxy-2,3-propanediol and (2R)-1-amino-2,3-propanediol from Glycerol

Enantioselective syntheses of (2S)-1-benzyloxy- and (2R)-1-amino-2,3-propanediol from glycerol employing N,N-diisopropyl-10-camphorsulfonamide 1 as chiral auxiliary are described.