(3R,5S)-5-(hydroxymethyl)-1-tosylpyrrolidin-3-ol

Basic Information

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CAS Number

5605-46-9

Molecular Formula

C12H17NO4S

Molecular Weight

271.34 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

132-133 ºC

SMILES

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CC1=CC=C(C=C1)S(=O)(=O)N2CC(CC2CO)O

InChI

InChI=1S/C12H17NO4S/c1-9-2-4-12(5-3-9)18(16,17)13-7-11(15)6-10(13)8-14/h2-5,10-11,14-15H,6-8H2,1H3/t10-,11+/m0/s1

InChIKey

RBSLQBNFZCEBJT-WDEREUQCSA-N

LogP

0.11121999999999971

Topological Polar Surface Area

77.84 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

370

Synonyms & References

English

(3R,5S)-5-(Hydroxymethyl)-1-tosylpyrrolidin-3-ol
(2S,4R)-4-Hydroxy-1-[(4-methylphenyl)sulfonyl]pyrrolidine-2-methanol
(3R,5S)-5-(hydroxymethyl)-1-(4-methylphenyl)sulfonylpyrrolidin-3-ol
2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
trans-(-)-4-Hydroxy-1-(p-tolylsulfonyl)pyrrolidine-2-methanol
N-Tosylhydroxy-L-prolinol
A851971
5605-46-9
DB-344688
(3R,5S)-5-(hydroxymethyl)-1-tosylpyrrolidin-3-ol
AKOS000279979
(2S,4R)-1-(4-toluenesulfonyl)-2-hydroxymethyl-4-hydroxy pyrrolidine
(3R,5S)-5-(hydroxymethyl)-1-[(4-methylphenyl)sulfonyl]-3-pyrrolidinol
SCHEMBL9211270
RBSLQBNFZCEBJT-WDEREUQCSA-N
J-501270
(2S, 4R)-2-Hydroxymethyl-4-hydroxy-1-(4-toluenesulfonyl)-pyrrolidine
DTXSID40460604

MDL Number

MFCD12911707

FAQ

What are the physical and chemical properties of (3R,5S)-5-(hydroxymethyl)-1-tosylpyrrolidin-3-ol (CAS: 5605-46-9)?

(3R,5S)-5-(hydroxymethyl)-1-tosylpyrrolidin-3-ol is a white crystalline solid with a molecular weight of 267.23 g/mol. It is slightly soluble in water but soluble in organic solvents such as methanol and ethanol. Chemically, it is reactive towards bases and nucleophiles, making it suitable for various synthetic transformations.

How is (3R,5S)-5-(hydroxymethyl)-1-tosylpyrrolidin-3-ol (CAS: 5605-46-9) typically synthesized?

(3R,5S)-5-(hydroxymethyl)-1-tosylpyrrolidin-3-ol is synthesized through a multistep process involving the tosylation of pyrrolidine followed by coupling with a hydroxymethyl group. This reaction is typically conducted in the presence of a Lewis acid catalyst such as zinc bromide to ensure high yield and selectivity.

What industries use (3R,5S)-5-(hydroxymethyl)-1-tosylpyrrolidin-3-ol (CAS: 5605-46-9)?

(3R,5S)-5-(hydroxymethyl)-1-tosylpyrrolidin-3-ol is primarily used in the pharmaceutical industry for the synthesis of complex organic compounds and as an intermediate. It is also utilized in polymer synthesis and as a component in sensor technology for its chemical reactivity and functionality.

What precautions should be taken when handling (3R,5S)-5-(hydroxymethyl)-1-tosylpyrrolidin-3-ol (CAS: 5605-46-9)?

When handling (3R,5S)-5-(hydroxymethyl)-1-tosylpyrrolidin-3-ol, it is crucial to wear appropriate personal protective equipment (PPE) such as gloves and goggles. Work in a well-ventilated area or fume hood to minimize inhalation risks. Spills should be neutralized with an appropriate base and cleaned up using absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed emergency procedures.