130835-27-7

Upstream product

• 40217-17-2 (R)-4-(phenylmethyl)-2-oxazolidinone 
• 770738-35-7 (R)-4-benzyl-3-{3-[(chloromethyl)dimethylsilyl]propanoyl}-1,3-oxazolidin-2-one 
• 90719-32-7 4-benzyl-2-oxazolidinone 
• 2051-76-5 acrylic acid anhydride 
• 770738-36-8 (R)-4-benzyl-3-{3-[(iodomethyl)dimethylsilyl]propanoyl}-1,3-oxazolidin-2-one 
• 770738-39-1 2-[({3-[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-3-oxopropyl}dimethylsilyl)methyl]-1H-isoindole-1,3(2H)-dione 

Downstream Products

• 130835-38-0 5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2,2-difluoro-5-oxo-pentanoic acid methyl ester 
• 1359067-59-6 C₂₅H₂₄N₂O₅ 
• 1359067-54-1 C₂₅H₂₄N₂O₅ 
• 501012-88-0 (R)-9-benzyl-3-[(2R,3R)-5-(tert-butyldimethylsilyl)-3-hydroxy-2-methylpent-4-ynoyl]oxazolidin-2-one 
• 1374995-46-6 C₃₆H₃₁NO₇ 
• 1374995-43-3 C₃₆H₃₁NO₇ 
• 1374995-72-8 C₁₉H₁₇NO₄ 
• 130835-22-2 (S)-4-Azido-5-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-2,2-difluoro-5-oxo-pentanoic acid methyl ester 
• 130835-25-5 5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-4-bromo-2,2-difluoro-5-oxo-pentanoic acid methyl ester 
• 136044-01-4 (R)-4-Benzyl-3-[(1S,2R)-4-ethyl-2-(3-phenylsulfanyl-propyl)-cyclohex-3-enecarbonyl]-oxazolidin-2-one 

Relevant academic research and scientific papers

Asymmetric synthesis of isoquinuclidines by Diels-Alder reaction of 1,2-dihydropyridine utilizing a chiral Lewis acid catalyst

The chiral isoquinuclidine derivative, 2-azabicyclo[2.2.2]octane ring system, endo-(7R)-3 was obtained in good yield with excellent diastereoselectivity (up to 92% de) by Diels-Alder reaction of 1-(phenoxycarbonyl)-1,2-dihydropyridine 1 with N-acryloyl-(4S)-4- benzyloxazolidin-2-one (4S)-2 using titanium-(2R,3R)-TADDOLate 4 as a chiral Lewis acid catalyst in toluene at 0 °C. On the other hand, endo-(7S)-3 was obtained in good yield with excellent diastereoselectivity (up to 97% de) by Diels-Alder reaction of 1 with (4R)-2 using Cu(OTf)2/(4S,4′S)- bis(oxazoline) catalyst 8 as a chiral Lewis acid catalyst in dichloromethane at 0 °C. In these reactions, the choice of solvent and the combination of titanium-(2R,3R)-TADDOLate 4 {or Cu(II)/(4S,4′S)-bis(oxazoline) 8} and dienophile (4S)-2 {or (4R)-2} are very important. The stereochemistry of endo-(7R)-3 has been established to be (1R,4S,7R) and the reaction mechanism is proposed.

Towards functionalized silicon-containing α-amino acids: Asymmetric syntheses of sila analogs of homoserine and homomethionine

The homoserine and homomethionine sila analogs, (R)-HOSi(Me 2)CH2CH(NH2)CO2H ((R)-21) and (R)-MeSCH2Si(Me2)CH2CH(NH2)CO 2H ((R)-24), respectively, were each synthesized in nine steps and in 30 and 23% overall yield, respectively, from commercially available ClSiMe 2CH2Cl. The key step of both syntheses was the asymmetric α-bromination of an Evans amide to introduce the stereogenic center of the amino acids with defined absolute configuration. While the preparation of the homomethionine analog (R)-24 followed the expected pathway, the sila analog of homoserine, (R)-21, was unexpectedly formed during the catalytic hydrogenation of an N3CH2-substituted silane derivative.

2-OXAZOLIDINONES AND THEIR USE AS INHIBITORS OF ANIMAL CELL MOTILITY AND GROWTH

Cell motility and growth inhibitors, including compounds of the general structural formula (I), and use of the cell motility and cell growth inhibitors, and pharmaceutically acceptable salts, pro-drugs, and solvates thereof, as therapeutic agents, are disclosed.

Process of synthesizing n-acyl auxiliaries

A process of synthesizing N-acyl auxiliary compounds is disclosed. A compound of the formula: STR1 is reacted with an anhydride in the presence of a lithium salt and an amine base to produce the N-acylated auxiliary.

A practical method for N-acylation of bornane-2,10-sultam and 2-oxazolidinones

The N-trimethylsilyl derivatives of (+)-bornane-2,10-sultam (10,10-dimethyl-5-thia-4-azatricyclo[5.2.1.03,7]decane 5,5-dioxide) and (R)-4-benzyl-2-oxazolidinone and 4-methyl-5-phenyl-2-oxazolidinone react with acid chlorides in refluxing benzen