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3,4-Pyrrolidinediol, 2-(hydroxymethyl)-, (2R,3R,4S)- is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 105990-41-8 Structure
  • Basic information

    1. Product Name: 3,4-Pyrrolidinediol, 2-(hydroxymethyl)-, (2R,3R,4S)-
    2. Synonyms: 3,4-Pyrrolidinediol, 2-(hydroxymethyl)-, (2R,3R,4S)-;1,4-Dideoxy-1,4-iMino-D-ribitol
    3. CAS NO:105990-41-8
    4. Molecular Formula: C5H11NO3
    5. Molecular Weight: 133.15
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 105990-41-8.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 319.1°Cat760mmHg
    3. Flash Point: 188.8°C
    4. Appearance: /
    5. Density: 1.368g/cm3
    6. Vapor Pressure: 2.84E-05mmHg at 25°C
    7. Refractive Index: 1.554
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 14.13±0.60(Predicted)
    11. CAS DataBase Reference: 3,4-Pyrrolidinediol, 2-(hydroxymethyl)-, (2R,3R,4S)-(CAS DataBase Reference)
    12. NIST Chemistry Reference: 3,4-Pyrrolidinediol, 2-(hydroxymethyl)-, (2R,3R,4S)-(105990-41-8)
    13. EPA Substance Registry System: 3,4-Pyrrolidinediol, 2-(hydroxymethyl)-, (2R,3R,4S)-(105990-41-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 105990-41-8(Hazardous Substances Data)

105990-41-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 105990-41-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,5,9,9 and 0 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 105990-41:
(8*1)+(7*0)+(6*5)+(5*9)+(4*9)+(3*0)+(2*4)+(1*1)=128
128 % 10 = 8
So 105990-41-8 is a valid CAS Registry Number.
InChI:InChI=1/C5H11NO3/c7-2-3-5(9)4(8)1-6-3/h3-9H,1-2H2/t3-,4+,5-/m1/s1

105990-41-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (2R,3R,4S)-2-hydroxymethylpyrrolidine-3,4-diol

1.2 Other means of identification

Product number -
Other names 1,4-DIDEOXY-1,4-IMINO-D-RIBITOL

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:105990-41-8 SDS

105990-41-8Downstream Products

105990-41-8Relevant articles and documents

A New Strategy for the Diastereoselective Synthesis of Polyfunctionalized Pyrrolidines

Davis, Andrew S.,Gates, Nicole J.,Lindsay, Karl B.,Tang, Minyan,Pyne, Stephen G.

, p. 49 - 52 (2004)

This paper describes a new strategy for the synthesis of polyfuncticnalized pyrrolidines via the ring-closing metathesis reaction of substituted 3-allyl-4-vinyl-2-oxazolindones and subsequent diastereoselective cis-dihydroxylation of the resulting pyrrolo

METHODS OF TREATING POMPE DISEASE

-

Paragraph 0061-0062, (2021/04/10)

Disclosed herein are novel uses of ADMDP stereoisomers or their derivatives for the manufacture of a medicament for treating Pompe disease. Accordingly, the present disclosure provides a method of treating Pompe disease in a subject. The method includes the step of, administering to the subject a therapeutically effective amount of a compound of formula (I), or a salt, an ester or a solvate thereof, wherein R1 and R2 are independently H or alkyl optionally substituted by -NH2 or -OH, so as to ameliorate, alleviate mitigate and/or prevent symptoms associated with the Pompe disease. According to certain embodiments of the present disclosure, the compound of formula (I) may serve a stabilizer of α-glucosidase via preventing its denaturalization of deactivation.

Anin vitro-in vivosequential cascade for the synthesis of iminosugars from aldoses

Kuska, Justyna,O'Reilly, Elaine,Ryan, James,Taday, Freya,Yeow, Kathryn

, p. 4327 - 4331 (2021/07/12)

Here, we report a chemoenzymatic approach for the preparation of a small panel of biologically important iminosugars from readily available aldoses. Our approach involves anin vitrotransaminase-mediated amination of aldoses in combination with anin vivose

Structural essentials for β-: N -acetylhexosaminidase inhibition by amides of prolines, pipecolic and azetidine carboxylic acids

Glawar,Martínez,Ayers,Hollas,Ngo,Nakagawa,Kato,Butters,Fleet,Jenkinson

, p. 10371 - 10385 (2016/11/18)

This paper explores the computer modelling aided design and synthesis of β-N-acetylhexosaminidase inhibitors along with their applicability to human disease treatment through biological evaluation in both an enzymatic and cellular setting. We investigated the importance of individual stereocenters, variations in structure-activity relationships along with factors influencing cell penetration. To achieve these goals we modified nitrogen heterocycles in terms of ring size, side chains present and ring nitrogen derivatization. By reducing the inhibitor interactions with the active site down to the essentials we were able to determine that besides the established 2S,3R trans-relationship, the presence and stereochemistry of the CH2OH side chain is of crucial importance for activity. In terms of cellular penetration, N-butyl side chains favour cellar uptake, while hydroxy- and carboxy-group bearing sidechains on the ring nitrogen retarded cellular penetration. Furthermore we show an early proof of principle study that β-N-acetylhexosaminidase inhibitors can be applicable to use in a potential anti-invasive anti-cancer strategy.

An efficient synthesis of 1,4-dideoxy-1,4-imino-d- and l-arabinitol and 1,4-dideoxy-1,4-imino-d- and l-xylitol from chiral aziridines

Choi, Hwan Geun,Park, Dong-Sik,Lee, Won Koo,Sim, Taebo

, p. 5775 - 5777 (2013/10/01)

A highly efficient method for the synthesis of 1,4-dideoxy-1,4-imino-d- and l-arabinitol (d-AB1, 1 and l-AB1, 3) and 1,4-dideoxy-1,4-imino-d- and l-xylitol (d-DIX, 2 and l-DIX, 4) starting from commercially available chiral aziridines was developed. The g

Redesign of the phosphate binding site of L -rhamnulose- 1-phosphate aldolase towards a dihydroxyacetone dependent aldolase

Garrabou, Xavier,Joglar, Jesus,Parella, Teodor,Crehuet, Ramon,Bujons, Jordi,Clapes, Pere

supporting information; experimental part, p. 89 - 99 (2011/04/12)

The aldol addition of unphosphorylated dihydroxyacetone (DHA) to aldehydes catalyzed by L-rhamnulose-1-phosphate aldolase (RhuA), a dihydroxyacetone phosphate-dependent aldolase, is reported. Moreover, a single point mutation in the phosphate binding site

A concise synthesis of (2 S,3 S,4 S)-2-(hydroxymethyl)pyrrolidine-3,4-diol (LAB1)

Upadhyay, Puspesh K.,Kumar, Pradeep

experimental part, p. 3063 - 3066 (2010/11/02)

The synthesis of (2S,3S,4S)-2-(hydroxymethyl)pyrrolidine-3,4-diol (LAB1) from Garners aldehyde is described using the Sharpless asymmetric dihydroxylation as the key step. Georg Thieme Verlag Stuttgart - New York.

A versatile approach to pyrrolidine azasugars and homoazasugars based on a highly diastereoselective reductive benzyloxymethylation of protected tartarimide

Zhou, Xiang,Liu, Wen-Jun,Ye, Jian-Liang,Huang, Pei-Qiang

, p. 6346 - 6357 (2008/02/05)

A highly diastereoselective synthesis of enantio-enriched all trans-3,4-dibenzyloxyl-5-benzyloxymethyl-2-pyrrolidinone 13a was developed based on SmI2-mediated benzyloxymethylation of O,O′-dibenzyltartarimide. The versatility of 13a and its antipode as the key building blocks for the asymmetric synthesis of pyrrolidine azasugars and homoazasugars has been demonstrated by elaborating them into naturally occurring DAB 1 (1), LAB 1 (2), N-hydroxyethyl-DAB 1 (4), 6-deoxy-DMDP 7, and 5-epi-radicamine B 36 as well as the reductive ring-opening product 35.

Borate as a phosphate ester mimic in aldolase-catalyzed reactions: Practical synthesis of L-fructose and L-iminocyclitols

Sugiyama, Masakazu,Hong, Zhangyong,Whalen, Lisa J.,Greenberg, William A.,Wong, Chi-Huey

, p. 2555 - 2559 (2007/10/03)

Dihydroxyacetone phosphate (DHAP)-dependent aldolases have been widely used for the organic synthesis of unnatural sugars or derivatives. The practicality of using DHAP-dependent aldolases is limited by their strict substrate specificity and the high cost and instability of DHAP. Here we report that the DHAP-dependent aldolase L-rhamnulose 1-phosphate aldolase (RhaD) accepts dihydroxyacetone (DHA) as a donor substrate in the presence of borate buffer, presumably by reversible in situ formation of DHA borate ester. The reaction appears to be irreversible, with the products thermodynamically trapped as borate complexes. We have applied this discovery to develop a practical one-step synthesis of the non-caloric sweetener L-fructose. L-Fructose was synthesized from racemic glyceraldehyde and DHA in the presence of RhaD and borate in 92% yield on a gram scale. We also synthesized a series of L-iminocyclitols, which are potential glycosidase inhibitors, in only two steps.

Aldol additions of dihydroxyacetone phosphate to N-Cbz-amino aldehydes catalyzed by L-fuculose-1-phosphate aldolase in emulsion systems: Inversion of stereoselectivity as a function of the acceptor aldehyde

Espelt, Laia,Bujons, Jordi,Parella, Teodor,Calveras, Jordi,Joglar, Jesus,Delgado, Antonio,Clapes, Pere

, p. 1392 - 1401 (2007/10/03)

The potential of L-fuculose-1-phosphate aldolase (FucA) as a catalyst for the asymmetric aldol addition of dihydroxyacetone phosphate (DHAP) to N-protected amino aldehydes has been investigated. First, the reaction was studied in both emulsion systems and

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