Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | ||||||
{[ item.p_purity ]} | {[ item.pr_size ]} | Inquiry |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price) ]} |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]} | {[ item.pr_usastock ]} | in stock Inquiry - | {[ item.pr_chinastock ]} | {[ item.pr_remark ]} in stock Inquiry - | Login | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
CAS No. : | 147-94-4 | MDL No. : | MFCD00066487 |
Formula : | C9H13N3O5 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | UHDGCWIWMRVCDJ-CCXZUQQUSA-N |
M.W : | 243.21 | Pubchem ID : | 6253 |
Synonyms : |
Cytosine β-D-arabinofuranoside;Cytosine Arabinoside;U-19920A;NSC 287459;NSC 63878;1-β-D-Arabinofuranosylcytosine;Ara-C
|
Chemical Name : | 4-Amino-1-((2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335-H351-H361 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | In ethanol; water; | EXAMPLE 2 <strong>[10212-25-6]2,2'-O-<strong>[10212-25-6]cyclocytidine hydrochloride</strong></strong> (6.5 g) was dissolved in 35 mL water at 80 C. The solution was cooled to room temperature and t-butylarnine (2.8 g) was added and the mixture stirred for 2 hours. Thereafter, the solvent was evaporated under vacuum and ethanol (16 g) was added. The mixture was stirred at room temperature for 12 hours. Filtration of the resulting precipitation yielded 5 g of pure cytarabine after drying, which corresponds to a yield of 83%. The product was characterized by comparison of its melting point, and NMR and IR spectra with those previously reported for cytarabine. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With hydrogenchloride; In methanol; at 2 - 25℃; for 4h; | An oven- dried 250 mL round bottom flask equipped with a magnetic stir bar was charged with 3.35 g of cytarabine-HCl and 6.0 mL of DMPU. Into this flask the reaction mixture from example 12 was filtered directly and the DABCO-HCl salt was washed quickly with acetonitrile (1×15 mL). Volatiles were removed on a rotary-evaporator under aspirator vacuum (bath temp <35 C.). The residual oil was briefly kept under high vacuum and stirred at room temperature for 48 h. The reaction mixture was treated with 100 mL of MeOH and stirred for 2 hours at room temperature. The pH of the reaction mixture was adjusted to 7.0 using 25 wt % NaOMe solution in methanol (approximately 13 mL were required). At this stage the reaction mixture was turbid. HPLC was run to insure integrity of the reaction profile. The reaction mixture was evaporated to dryness and the residue was stirred with 50 mL of dichloromethane for 30 minutes at room temperature. The precipitate was collected by filtration, washed with methylene chloride (1×20 mL) and transferred back to the flask, stirred again with 50 mL of dichloromethane for 15 minutes and filtered. The solid was stirred with 200 mL of ethanol for 1-2 hours, filtered and washed with ethanol (2×10 mL). The filtrate was evaporated to dryness to give 4.90 g of a white solid. This solid was dissolved in 10 mL of H2O and stirred at room temperature overnight to give a solid which was collected by filtration, washed with water (2×3 mL) and dried in a vacuum oven to give compound 9, 1.38 g, (26%). |
With hydrogenchloride; In diethyl ether; | A suspension of cytarabin hydrochloric salt (prepared from cytarabin and 1M HC1 in diethyl ether) (839 mg, 3.0 mmol) in DMA (10 ml) was added to the acid chloride of monomethyl azelaic acid (761 mg, 3.45 mmol) in DMA (2 ml) and the mixture stirred at room temperature overnight. NEt3 was added to the reaction mixture (303 mg, 3.0 mmol) and the mixture evaporated in vacuo. The residue was transferred to a flash column with silica gel and separated with (CH2C12/MEOH 10 : 1) as eluent system to leave the product as a white solid. Yield: 278 mg, (21.6 %). 1H-NMR (DMSO-D6, 300 MHz): 5 7.47 (d, 1 H), 7.10 (br d, 2 H), 6.09 (d, 1 H), 5.67 (d, 1 H), 5.60-5. 56 (m, 2 H), 4.33-3. 88 (m, 2 H), 3.98-3. 96 (m, 1 H), 3.94-3. 88 (m, 2 H), 3.57 (s, 3 H), 3.33 (br s, 1 H), 2.34-2. 25 (m, 4 H), 1.54-1. 47 (m, 4 H), 1.22 (br s, 6 H). 3C-NMR (DMSO-D6, 75 MHz) : 8 173.3, 172.8, 165.5, 155.0, 142.8, 92.5, 86.1, 81.7, 76.7, 74.2, 63.6, 51.1, 45.2, 33.5, 33.1, 28.2, 28.1, 24.3, 8.4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
21% | With benzotriazol-1-ol; diisopropyl-carbodiimide; In DMF (N,N-dimethyl-formamide); at 20℃; | A solution of <strong>[23361-28-6]Boc-Val-Pro-OH</strong> (94.5 mg, 0,30 mmmol) in DIMETHYLFORMAMIDE (1.5 mL), was successively treated, at room temperature, with 1-HYDROXIBENZOTRIAZOL (40.5 mg, 0.30 MMOL), N, N-DIISOPROPYLCARBODIIMIDE (46.7 ?L, 0.30 MMOL) and Ara-C (60.9 mg, 0.25 MMOL). The stirring was continued until complete disappearance of the starting material (overnight stirring). Then, the solvent was evaporated, the residue was dissolved in ethyl acetate and washed with citric acid (10%), NAHCO3 (10%) and brine. The organic layer was dried (NA2SO4) and evaporated to give a residue that was purified by CCTLC on the chromatotron with DICHLOROMETHANE : METANOL (20 : 1) to yield Ara-C-dipeptide (A) (21 % yield) |