98900-30-2

Upstream product

• 126029-46-7 (2R,3S)-3-Hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylic acid methyl ester 
• 156129-72-5 (2R,3S)-tert-butyl 3-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate 
• 121686-87-1 (2R,3S)-N-benzyl-3-hydroxy-2-hydroxymethylpyrrolidine 
• 294188-28-6 3,5-di-O-benzyl-1,2,4-trideoxy-1,4-imino-D-erythro-pentitol 
• 5336-08-3 D-Ribono-1,4-lactone 
• 1054683-61-2 methanesulfonic acid (1S,2S)-2-benzyloxy-1-benzyloxymethyl-4-methanesulfonyloxybutyl ester 
• 91510-85-9 phenyl 2,3;5,6-di-O-isopropylidene-1-thio-α-D-mannofuranoside 
• 220317-66-8 [(4S,5R)-4-(2-Hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxan-5-yl]-carbamic acid tert-butyl ester 
• 113571-61-2 (S)-1-benzyl-5-benzyloxymethyl-2-oxo-3-pyrroline 
• 1049770-22-0 (2R,3S)-2-(benzyloxymethyl)-3-(tert-butoxy)-1-hydroxypyrrolidine 
• 126861-76-5 (2R,3R)-3-Hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylic acid benzyl ester 
• 220458-74-2 (2S,3R)-5-Benzenesulfonyl-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,3-dihydro-furan-3-ol 
• 219697-75-3 (4R,5S)-3-benzyl-4-(hydroxymethyl)-5-vinyl-2-oxazolidinone 
• 220458-72-0 (4S,5S)-3-benzyl-4-formyl-5-vinyl-2-oxazolidinone 

Relevant academic research and scientific papers

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

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

AZA-BENZOFURANYL COMPOUNDS AND METHODS OF USE

The invention relates to azabenzofuranyl compounds of Formula (I) with anti-cancer and/or anti-inflammatory activity and more specifically to azabenzofuranyl compounds which inhibit MEK kinase activity. The invention provides compositions and methods useful for inhibiting abnormal cell growth or treating a hyperproliferative disorder, or treating an inflammatory disease in a mammal. The invention also relates to methods of using the compounds for in vitro, in situ, and in vivo diagnosis or treatment of mammalian cells, or associated pathological conditions.

GUANIDINO-SUBSTITUTED QUINAZOLINONE COMPOUNDS AS MC4-R AGONISTS

A variety of small molecule, guanidine-containing molecules capable of acting as MC4-R agonists are provided. The compounds are useful in treating MC4-R mediated diseases when administered to subjects. The compounds have the structure IA, IB, and IC where the values of the variables are defined herein.

A new stereospecific synthesis of 1,2,4-Trideoxy-1,4-imino-D-erythro-pentitol

1,2,4-Trideoxy-1,4-imino-D-erythro-pentitol [(2R,3S)-3-hydroxy-2-hydroxymethylpyrrolidine] (4) was synthesised from 2,5-di-O-tosyl-D-ribono-1,4-lactone in 42 % overall yield. The key steps were deoxygenation at C-2 and a stereospecific inversion of the co

Chromium(II) chloride-mediated coupling reactions of Garner aldehyde with allyl bromides: Facile asymmetric synthesis of (2R,3S)-3-hydroxy-2-hydroxymethylpyrrolidine

Chromium(II) chloride-mediated coupling reactions of 1,1-dimethylethyl (S)- and (R)-4-formyl-2,2-dimethyloxazolidine-3-carboxylates [(S)- and (R)-Garner aldehydes] (1a,b) with allyl bromides 2a-c proceeded with moderate to good stereoselectivity to give t

Synthesis of (2R,3S)-3-hydroxy-2-hydroxymethylpyrrolidine from (4S,5S)-3-benzyl-4-formyl-5-vinyl-2-oxazolidinone

(4S,5S)-3-BenzyI-4-formyl-5-vinyl-2-oxazolidinone (2), readily prepared via the reductive elimination of the mannose-derived iodo phenyl sulfone (6b), is used in the synthesis of the alkaloid (2R,3S)-3-hydroxy-2-hydroxymethylpyrrolidine (1).

A straightforward synthesis of (2S,3R)-3-hydroxyproline and trans-(2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidine

A stereocontrolled synthesis of (2S,3R)-3-hydroxyproline 1, and trans-(2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidine 2 has been achieved in 21% and 38% yield via the homochiral 4,5-disubstituted oxazolidin-2-one 3. The trans relationship in 2 has been introduced by a modified Mitsunobu reaction.

Enantiodivergent synthesis of 2-hydroxymethyl-3-hydroxy-4-nitro-pyrrolidines through tandem Michael-Henry reaction using L-serine as the chiral educt

By utilizing L-serine, both enantiomers of all trans 2-hydroxymethyl-3-hydroxy-4-nitro-pyrrolidine were efficiently prepared through tandem Michael-Henry methodology. Their stereochemistry has been assigned through conversions of one of them to trans 2-hydroxymethyl-3-hydroxypyrrolidine, a naturally occurring compound recently is isolated from Castanospermum australe.

Chiral Pool Synthesis of trans-(2S,3S)-3-Hydroxyproline and Castanodiol from S-Pyroglutamic Acid.

The Pyroglutamic acid derivative 1 was converted through several steps into Castanodiol 9 and 2S,3S-3-Hydroxyproline 11.Key steps of the reaction sequence were the stereoselective epoxidation of 1 to 2 and the regioselective ring opening of 2 to 3.BH3*S(CH3)2 reduction of the amide group of 3 and 4 resulted in a concomitant transformation of the acetal moiety into the N-benzyl protecting group.The air sensitive 5 and 6, were transformed to the stable N-Boc prolinol derivatives 7 and 8.Deprotection of 8 provided 9, while oxidation of 8 gave the protected proline derivative 10.Deprotection of 10 furnished enantiopure 2S,3S-3-Hydroxyproline 11.

High-Enantioselective Synthesis of Pyrrolidine Derivatives as Chiral Building Blocks

All four stereoisomers of a pyrrolidine derivative, which is useful as a versatile chiral building block for synthesis of several pyrrolizidine alkaloids, were prepared in high enantioselectivity by utilizing the Sharpless epoxidation of the intermediate