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132295-44-4,MFCD06804502
Catalog No.:AA0010EZ

132295-44-4 | 2,5-Pyrrolidinedimethanol, 3,4-dihydroxy-, (2S,3R,4R,5R)-

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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0010EZ
Chemical Name:
2,5-Pyrrolidinedimethanol, 3,4-dihydroxy-, (2S,3R,4R,5R)-
CAS Number:
132295-44-4
Molecular Formula:
C6H13NO4
Molecular Weight:
163.1717
MDL Number:
MFCD06804502
SMILES:
OC[C@@H]1N[C@@H]([C@H]([C@@H]1O)O)CO
Properties
Computed Properties
 
Complexity:
118  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
2  
XLogP3:
-1.8  

Literature

Title: Synthesis of pyrrolidine homoazasugars and 3,4-dihydroxy-5-hydroxymethylprolines using aldol additions of metalated bislactim ethers to 2,4-O-ethylidene-D-erythroses.

Journal: Organic & biomolecular chemistry 20090607

Title: Synthesis of (+)-DGDP and (-)-7-epialexine.

Journal: Organic & biomolecular chemistry 20081107

Title: Access to pyrrolidine imino sugars via tin(II)-mediated aldol reactions of bislactim ethers: synthesis of 2,5-dideoxy-2,5-imino-D-glucitol.

Journal: Organic & biomolecular chemistry 20081107

Title: Regioselective intramolecular ring closure of 2-amino-6-bromo-2,6-dideoxyhexono-1,4-lactones to 5- or 6-membered iminuronic acid analogues: synthesis of 1-deoxymannojirimycin and 2,5-dideoxy-2,5-imino-D-glucitol.

Journal: Organic & biomolecular chemistry 20080521

Title: Effect of five-membered sugar mimics on mammalian glycogen-degrading enzymes and various glucosidases.

Journal: Bioorganic & medicinal chemistry 20080315

Title: Synthesis of (2R,5S)-dihydroxymethyl-(3R,4R)-dihydroxypyrrolidine (DGDP) via stereoselective amination using chlorosulfonyl isocyanate.

Journal: Carbohydrate research 20070813

Title: Intramolecular benzyl protection delivery: a practical synthesis of DMDP and DGDP from D-fructose.

Journal: Organic letters 20060119

Title: Iminosugar-producing Thai medicinal plants.

Journal: Journal of natural products 20050801

Title: A practical route to partially protected pyrrolidines as precursors for the stereoselective synthesis of alexines.

Journal: Carbohydrate research 20010215

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Tags:132295-44-4 Molecular Formula|132295-44-4 MDL|132295-44-4 SMILES|132295-44-4 2,5-Pyrrolidinedimethanol, 3,4-dihydroxy-, (2S,3R,4R,5R)-