21946-71-4

Upstream product

• 6525-53-7 L-glutamic acid dimethyl ester 
• 196937-34-5 (2S)-[(2-hydroxy-(1R)-phenyl)ethylamino]pentan-1,5-diol 
• 56-86-0 L-glutamic acid 
• 478646-26-3 (2S)-benzyl 1,5-dihydroxypentan-2-ylcarbamate 
• 171753-91-6 (-)-3-[(3S,5R)-6-oxo-5-phenylmorpholin-3-yl]propanoic acid methyl ester 
• 171561-58-3 (-)-4-oxo-5-[(R)-(phenyl)(phenylmethoxycarbonylamino)acetoxy]pentanoic acid methyl ester 
• 171561-60-7 3-(6-oxo-5R-phenyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)propanoic acid methyl ester 
• 62024-36-6 5-chloro-4-oxopentanoic acid methyl ester 
• 60-29-7 diethyl ether 
• 16450-41-2 L-glutamic acid diethyl ester 
• 1118-89-4 diethyl-L-glutamate hydrochloride 

Downstream Products

• 23356-92-5 (S)-2-(Benzolsulfon-amido)-1,5-diacetyl-mercapto-pentan 
• 129049-06-5 (S)-2-(2-hydroxybenzylideneamino)-1,5-pentanediol 

Relevant academic research and scientific papers

A preparation method of fumagillin amino alcohol

The invention discloses a preparation method of fumagillin amino alcohol shown as a formula I in the specification. The method comprises the following steps: (1) reducing amino acid shown in a formulaII to obtain a compound shown in a formula III; and (2) carrying out an ammonium salt synthesis reaction on fumagillin and the compound shown in the formula III to obtain fumagillin amino alcohol. The preparation method is short in reaction route and high in synthesis efficiency, the separation and purification steps are reduced, and mass production can be achieved. Meanwhile, the synthesized fumagillin amino alcohol is low in toxicity, can be dissolved and degraded in nature and is good in water solubility.

BICYCLIC HETEROCYCLES AND THEIR USE AS CCR2 RECEPTOR ANTAGONISTS

The invention is concerned with novel bicyclic compounds of formula (I), wherein A, L, E, F, G, R1, R2, R3, R4, R5, R6, R7, V, W and n are as defined in the description and in the claims, as well as physiologically acceptable salts thereof. These compound

NOVEL BICYCLIC COMPOUNDS

The invention is concerned with novel bicyclic compounds of formula (I), wherein A, L, E, F, G, R1, R2, R3, R4, R5, R6, R7, V, W and n are as defined in the description and in the claims, as well as physiologically acceptable salts thereof. These compounds are antagonists of CCR2 receptor, CCR5 receptor and/or CCR3 receptor and can be used as medicaments.

Total syntheses of (-)-α-kainic acid and (+)-α-allokainic acid via stereoselective C-H insertion and efficient 3,4-stereocontrol

(Chemical Equation Presented) Reported herein is a novel approach to the total syntheses of (-)-α-kainic acid and (+)-α-allokainic acid, where the stereochemistries on C(2), C(3), and C(4) of the pyrrolidine core were introduced efficiently and selectively. A regio- and stereoselective C-H insertion reaction was utilized to prepare the γ-lactam as an intermediate. A Michael-type cyclization of phenylsulfone with a conjugated acetylenic ketone was developed to prepare the tricyclic ketone as a key intermediate for (-)-α-kainic acid. Subsequently, a stereoselective dephenylsulfonylation was carried out successfully to secure the cis relationship at C(3) and C(4) centers. An unprecedented acetylation on the phenylsulfone, followed by a stereoselective dephenylsulfonylation, secured the trans relationship at C(3) and C(4) centers in (+)-α-allokainic acid.

A general synthesis of enantiopure 1,2-aminoalcohols via chiral morpholinones

Eleven optically active 1,2-aminoalcohols 20a-i and 26b-c were prepared from D-phenylglycine via cyclic imines 7b-i (or enamine 7a). The key step of the strategy is the diastereoselective reduction of chiral oxazinones 7a-i.

Asymmetric synthesis with chiral hydrogenolysable amines : A new route to enantiomerically pure amino diols

Enantiomerically pure amino diols are obtained via diastereoselective reduction of chiral enamino and imino esters (3a), (3b), and (3c).

Synthesis of Diastereomerically Pure 2,5-Disubstituted 3-Oxoperhydro-1,4-oxazines

The syntheses of hitherto unknown, diastereomerically pure 2,5-disubstituted 3-oxoperhydro-1,4-oxazines ("3-morpholinones") are described.The conventional preparation of 3-morpholinones by direct condensation of sodium aminoalcoholates with esters of α-halogenocarboxylic acids is complemented by an alternative and milder two-step synthetic strategy.The methyl and hydroxyalkyl derivatives are characterized by their NMR-spectroscopical and optical data.