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(2R,3R,4S)-2-(hydroxymethyl)-3,4-dihydro-2H-pyrrole-3,4-diol, also known as 2,3,4-trihydroxypyrrolidine, is a dihydroxy alcohol with a pyrrole ring structure and two hydroxyl groups attached to it. (2R,3R,4S)-2-(hydroxymethyl)-3,4-dihydro-2H-pyrrole-3,4-diol has potential applications in various industries due to its unique chemical properties and structure.

108692-47-3

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  • 2H-Pyrrole-3,4-diol,3,4-dihydro-2-(hydroxymethyl)-, (2R,3R,4R)-

    Cas No: 108692-47-3

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108692-47-3 Usage

Uses

Used in Pharmaceutical Industry:
(2R,3R,4S)-2-(hydroxymethyl)-3,4-dihydro-2H-pyrrole-3,4-diol is used as a building block for the synthesis of organic compounds and more complex molecules, particularly in the pharmaceutical industry. Its potential medicinal properties include acting as an antioxidant and inhibiting the growth of certain types of cancer cells.
Used in Chemical Industry:
In the chemical industry, (2R,3R,4S)-2-(hydroxymethyl)-3,4-dihydro-2H-pyrrole-3,4-diol is used as a chiral building block for the construction of asymmetrical molecules. Its unique structure and properties make it a valuable component in the development of new materials and compounds.
Used in Material Development:
(2R,3R,4S)-2-(hydroxymethyl)-3,4-dihydro-2H-pyrrole-3,4-diol is also investigated for its potential use in the development of new materials. Its dihydroxy alcohol nature and pyrrole ring structure contribute to its potential as a component in creating novel materials with specific properties.

Check Digit Verification of cas no

The CAS Registry Mumber 108692-47-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,8,6,9 and 2 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 108692-47:
(8*1)+(7*0)+(6*8)+(5*6)+(4*9)+(3*2)+(2*4)+(1*7)=143
143 % 10 = 3
So 108692-47-3 is a valid CAS Registry Number.

108692-47-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name nectrisine

1.2 Other means of identification

Product number -
Other names (2R,3R,4R)-2-Hydroxymethyl-3,4-dihydro-2H-pyrrole-3,4-diol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:108692-47-3 SDS

108692-47-3Relevant articles and documents

Nucleophilic additions to cyclic nitrones en route to iminocyclitols - Total syntheses of DMDP, 6-deoxy-DMDP, DAB-1, CYB-3, nectrisine, and radicamine B

Merino, Pedro,Delso, Ignacio,Tejero, Tomas,Cardona, Francesca,Marradi, Marco,Faggi, Enrico,Parmeggiani, Camilla,Goti, Andrea

experimental part, p. 2929 - 2947 (2009/04/06)

Highly diastereoselective nucleophilic additions to cyclic nitrones derived from L-malic acid and D-arabinose have been used for the construction of enantiomerically pure polyhydroxylated pyrrolidines. The synthetic strategy adopted was based on an oxidat

Stereoselective synthesis of the α-glucosidase inhibitor nectrisine

Hulme, Alison N.,Montgomery, Charles H.

, p. 7649 - 7653 (2007/10/03)

The α-glucosidase inhibitor nectrisine was synthesised in 12 steps (31% overall yield) starting from D-serine. The three contiguous stereocentres of this iminosugar were introduced via a highly diastereoselective boron mediated glycolate aldol reaction.

A new concise synthesis of nectrisine and its facile conversion to phosphonoazasugars

Bosco, Micha?l,Bisseret, Philippe,Bouix-Peter, Claire,Eustache, Jacques

, p. 7949 - 7952 (2007/10/03)

The synthesis of new sugar-derived phosphonic acids from protected nectrisine is described. The key step is a highly stereoselective addition of a phosphonate anion to a sugar-derived dihydropyrrole to provide a versatile synthetic intermediate which can be functionalised in multiple ways.

Synthesis of nectrisine and related compounds, and their biological evaluation

Kim, Yong Jip,Takatsuki, Akira,Kogoshi, Naoto,Kitahara, Takeshi

, p. 8353 - 8364 (2007/10/03)

An efficient and novel process is described for the synthesis of nectrisine 5 and its related derivatives 6,7 as potent glucosidase inhibitors via the corresponding lactams starting from D-(-)-diethyl tartrate. Also the results of biological evaluation of the synthesized compounds are described.

Novel synthesis of nectrisine and 4-epi-nectrisine

Kim, Yong Jip,Kitahara, Takeshi

, p. 3423 - 3426 (2007/10/03)

Nectrisine 1, a potent glycosidase inhibitor, and 4-epi-Nectrisine 2 were synthesized from D-(-)-diethyl tartrate through the corresponding lactams. N-acyl protection was crucial to effect the reduction of the corresponding lactams to amino alcohols.

Structure and synthesis of nectrisine, a new immunomodulator isolated from a fungus

Kayakiri,Nakamura,Takase,Setoi,Uchida,Terano,Hashimoto,Tada,Koda

, p. 2807 - 2812 (2007/10/02)

The structure of a novel immunomodulator, nectrisine (1), has been elucidated on the basis of chemical and spectroscopic evidence. Its absolute stereochemistry was predicted on the basis of the dibenzoate chirality rule and finally confirmed by a synthesi

STRUCTURE OF FR 900483, A NEW IMMUNOMODULATOR ISOLATED FROM A FUNGUS

Kayakiri, Hiroshi,Takase, Shigehiro,Setoi, Hiroyuki,Uchida, Itsuo,Terano, Hiroshi,Hashimoto, Masashi

, p. 1725 - 1728 (2007/10/02)

The structure of the immunomodulator FR 900483 (C5H9NO3) has been shown to be 1 on the basis of chemical and spectroscopic evidence and confirmed by a synthesis from D-glucose.

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