98900-30-2

Upstream product

• 126029-46-7 (2R,3S)-3-Hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylic acid methyl ester 
• 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 
• 220317-66-8 [(4S,5R)-4-(2-Hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxan-5-yl]-carbamic acid tert-butyl ester 
• 121686-86-0 (4S,5R)-1-Benzyl-4-hydroxy-5-hydroxymethyl-pyrrolidin-2-one 
• 134107-65-6 (3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one 
• 1049770-22-0 (2R,3S)-2-(benzyloxymethyl)-3-(tert-butoxy)-1-hydroxypyrrolidine 
• 123076-44-8 t-butyl (2R*,3R*)-3-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate 
• 126861-76-5 (2R,3R)-3-Hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylic acid benzyl ester 
• 27451-36-1 (RS)-3-hydroxypent-4-enenitrile 
• 91510-99-5 (2S,3R)-(3-hydroxy-5-oxotetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate 
• 220458-80-0 (2R,3S)-1-benzyl-2-benzyloxymethyl-3-hydroxypyrrolidine 
• 220317-69-1 (4aR,7aS)-2,2-Dimethyl-tetrahydro-[1,3]dioxino[5,4-b]pyrrole-5-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

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.

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

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).

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.

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.

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