198705-78-1

Basic information

• Product Name: (2S,3R)- 3-hydroxy-2-PyrrolidineMethanol
• Synonyms: (2S,3R)- 3-hydroxy-2-PyrrolidineMethanol
• CAS NO: 198705-78-1
• Molecular Formula: C₅H₁₁NO₂
• Molecular Weight: 117.14634
• EINECS: -0
• Mol File: 198705-78-1.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2S,3R)- 3-hydroxy-2-PyrrolidineMethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R)- 3-hydroxy-2-PyrrolidineMethanol(198705-78-1)
• EPA Substance Registry System: (2S,3R)- 3-hydroxy-2-PyrrolidineMethanol(198705-78-1)

Safety Data

• Hazardous Substances Data: 198705-78-1(Hazardous Substances Data)

Usage

General Description

(2S,3R)-3-Hydroxy-2-PyrrolidineMethanol is a chemical compound with a molecular formula of C5H11NO2. It is a derivative of pyrrolidine and belongs to the class of organic compounds known as pyrrolidine, which are cyclic organic compounds containing a five-membered ring structure with four carbon atoms and one nitrogen atom. (2S,3R)- 3-hydroxy-2-PyrrolidineMethanol is a chiral molecule, meaning it has a non-superimposable mirror image, and thus exists in two enantiomeric forms, (2S,3R) and (2R,3S). It is primarily used in the synthesis of pharmaceuticals, agrochemicals, and other biologically active compounds due to its potential as a building block for a variety of complex organic molecules.

Upstream product

• 921202-64-4 (2S,3R)-1-benzyl-2-(hydroxymethyl)pyrrolidin-3-ol 
• 119593-50-9 (2S)-2-[(phenylsulfonyl)amino]-5-chloro-1-hydroxy-3-pentanone 
• 119593-51-0 (3R,S,2S)-2-[(phenylsulfonyl)amino]-5-chloro-1,3-dihydroxypentanes 
• 85828-39-3 (S)-4-[(Phenylsulfonyl)amino]-5-hydroxy-3-pentenone 
• 350592-86-8 (S,R)-3-(4,5-dihydro-2-phenyl-4-oxazolyl)-3-acetoxy-1-propanol 
• 350592-85-7 (S,R)-4-hydroxy-4-(4,5-dihydro-2-phenyl-4-oxazolyl)-1-butene acetate 
• 350592-77-7 (S,R)-4-hydroxy-4-(4,5-dihydro-2-phenyl-4-oxazolyl)-1-butene 
• 350592-88-0 (S,R)-3-acetoxy-2-hydroxymethylpyrrolidine benzoate 
• 119593-53-2 (2S,3R)-3-hydroxy-2-(hydroxymethyl)-1-(phenylsulfonyl)pyrrolidine 

Downstream Products

• 198625-07-9 3(R)-hydroxy-2(S)-monomethoxytrityloxymethyl-N-[(thymin-1-yl)-acetyl] pyrrolidine 
• 198625-09-1 N-[9-(2-{(2S,3R)-3-Hydroxy-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-pyrrolidin-1-yl}-2-oxo-ethyl)-9H-purin-6-yl]-benzamide 
• 198625-04-6 N-{9-[2-((2S,3R)-3-Hydroxy-2-hydroxymethyl-pyrrolidin-1-yl)-2-oxo-ethyl]-9H-purin-6-yl}-benzamide 

Relevant articles and documents

Highly regioselective oxirane ring-opening of a versatile epoxypyrrolidine precursor of new imino-sugar-based sphingolipid mimics

An in-depth study of the oxirane ring-opening reaction of a pivotal epoxypyrrolidine is reported. The introduction of various carbon- and heteroatom-centered nucleophiles at C4 has been achieved with high regiocontrol. The structures of the major products were assigned on the basis on an X-ray crystallographic study of six examples. A mechanistic study carried out at the B3LYP/6-31G** level of theory suggested that the steric control of the vinyl substituent was responsible for the regioselectivity. Finally, this approach was used to design and prepare imino-sugar-based sphingolipid mimics. A highly cytotoxic C-octylpyrrolidine is described. This compound was shown to interfere with the metabolism of sphing-olipids in murine melanoma cells, notably in inhibiting the production of glucosylceramide. Wiley-VCH Verlag GmbH & Co. KGaA.

Enantioselective synthesis of Aza sugars from amino acids. 2. The 3-hydroxy-2-hydroxymethylpyrrolidines

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