135791-03-6

Basic information

• Product Name: Pyrrolidine, 3,4-bis(phenylmethoxy)-2-[(phenylmethoxy)methyl]-, (2R,3R,4R)-
• CAS NO: 135791-03-6
• Molecular Formula: C26H29NO3
• Molecular Weight: 403.521
• Mol File: 135791-03-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Pyrrolidine, 3,4-bis(phenylmethoxy)-2-[(phenylmethoxy)methyl]-, (2R,3R,4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolidine, 3,4-bis(phenylmethoxy)-2-[(phenylmethoxy)methyl]-, (2R,3R,4R)-(135791-03-6)
• EPA Substance Registry System: Pyrrolidine, 3,4-bis(phenylmethoxy)-2-[(phenylmethoxy)methyl]-, (2R,3R,4R)-(135791-03-6)

Safety Data

• Hazardous Substances Data: 135791-03-6(Hazardous Substances Data)

Upstream product

• 158349-27-0 (3S,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)pyrrolidin-2-one 
• 960040-52-2 (2R,3R,4R)-3,4-bis(benzyloxy)-2-benzyloxymethyl-N-hydroxypyrrolidine 
• 73068-66-3 2,3,5-tri-O-benzyl-β-D-arabinofuranose 
• 537030-19-6 (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide 
• 158349-29-2 2,3,5-tri-O-benzyl-4-dehydro-4-oxo-D-arabinoamide 
• 158349-28-1 2,3,5-tri-O-benzyl-D-arabinoamide 
• 160549-10-0 2,3,5-tri-O-benzyl-D-arabinofuranose 
• 14233-64-8 tri-O-benzyl-D-arabinolactone 
• 116679-01-7 L-O,O-dibenzyltartaric acid 
• 113321-58-7 (2S,3S)-diethyl 2,3-bis(phenylmethoxy)succinate 
• 3587-60-8 Benzyloxymethyl chloride 
• 944543-97-9 C₃₄H₃₅NO₆ 
• 944543-96-8 (3S,4S)-1-(4-methoxybenzyl)-3,4-dibenzyloxy-2,5-pyrrolidinedione 
• 944543-93-5 (3S,4R,5R)-5-benzyloxymethyl-3,4-dibenzyloxy-1-(4-methoxybenzyl)-pyrrolidin-2-one 

Downstream Products

• 918419-48-4 6'-((2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-imino-D-arabinitol)-4-N-yl)-2',3'-di-O-benzyl-6'-deoxy-L-ascorbic acid 
• 188905-26-2 (2R,3R,4R)-3,4-Dibenzyloxy-2-benzyloxymethyl-1-cyclopropyl-methylpyrrolidine, hydrochloride 
• 188905-38-6 2-(2R,3R,4R)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-1-[(2-hydroxy)ethyl]-1H-pyrrolidine 
• 1450833-88-1 (4-{(2R,3R,4R)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]pyrrolidin-1yl}butyl)amine 
• 1450834-11-3 C₄₅H₄₈N₂O₄ 
• 1450834-13-5 C₅₁H₅₄N₂O₄ 
• 1450833-04-1 N-(4-((2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl)butyl)-3,3,3-triphenylpropanamide 
• 1450834-01-1 C₃₈H₄₀N₂O₅ 
• 100991-92-2 (2R,3R,4R)-3,4-dihydroxy-2-hydroxymethylpyrrolidine hydrochloride 

Relevant articles and documents

A practical approach to Dideoxy-1,4- and 1,5-iminopentitols from protected sugar hemiacetals

The convenient and straightforward preparation of dideoxy-1,4- and 1,5-iminopentitol derivatives from protected sugar hemiacetals by way of N-tert-butanesulfinyl glycosylamines and open-chain aminoalditols is reported. The synthetic procedure is a method of choice for the making of these important scaffolds of biological interest.

NEW DENDRIMERIC PYRROLIDINES, THEIR SYNTHESIS AND MEDICAL USE

The subject-matter of the present invention relates to the synthesis of new dendrimeric molecules based on polyhydroxylated pyrrolidines obtained by means of Click Chemistry reactions. The proposed molecules inhibit the enzymes N-acetylgalactosamine-6-sulfatase (GALNS), iduronate-2-sulfatase (IDS), a-mannosidase and β-glucosidase, deficient in lysosomal storage diseases. The presentation of multivalent iminosugars on a scaffold is a prerequisite for the inhibitory activity as the corresponding monomers are not active. The inhibitory activity reported is the basis for the development of the first-ASSC pharmacological chaperones proposed for the treatment of the above mentioned pathologies. Formula (I)

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

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.