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

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

CAS No: 132295-44-4 Catalog No: AG0010HR MDL No:MFCD06804502

Product Description

Catalog Number:

AG0010HR

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

IUPAC Name:

(2S,3R,4R,5R)-2,5-bis(hydroxymethyl)pyrrolidine-3,4-diol

InChI:

InChI=1S/C6H13NO4/c8-1-3-5(10)6(11)4(2-9)7-3/h3-11H,1-2H2/t3-,4+,5-,6-/m1/s1

InChI Key:

PFYHYHZGDNWFIF-JGWLITMVSA-N

SMILES:

OC[C@@H]1N[C@@H]([C@H]([C@@H]1O)O)CO

Properties

Complexity:

118

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

163.084g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

163.173g/mol

Monoisotopic Mass:

163.084g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

93A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

-1.8

Literature

Title	Journal
Synthesis of pyrrolidine homoazasugars and 3,4-dihydroxy-5-hydroxymethylprolines using aldol additions of metalated bislactim ethers to 2,4-O-ethylidene-D-erythroses.	Organic & biomolecular chemistry 20090607
Synthesis of (+)-DGDP and (-)-7-epialexine.	Organic & biomolecular chemistry 20081107
Access to pyrrolidine imino sugars via tin(II)-mediated aldol reactions of bislactim ethers: synthesis of 2,5-dideoxy-2,5-imino-D-glucitol.	Organic & biomolecular chemistry 20081107
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.	Organic & biomolecular chemistry 20080521
Effect of five-membered sugar mimics on mammalian glycogen-degrading enzymes and various glucosidases.	Bioorganic & medicinal chemistry 20080315
Synthesis of (2R,5S)-dihydroxymethyl-(3R,4R)-dihydroxypyrrolidine (DGDP) via stereoselective amination using chlorosulfonyl isocyanate.	Carbohydrate research 20070813
Intramolecular benzyl protection delivery: a practical synthesis of DMDP and DGDP from D-fructose.	Organic letters 20060119
Iminosugar-producing Thai medicinal plants.	Journal of natural products 20050801
A practical route to partially protected pyrrolidines as precursors for the stereoselective synthesis of alexines.	Carbohydrate research 20010215