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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
Accessible (Haz class 3, 4, 5 or 8), Domestic | USD 100+ |
Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
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CAS No. : | 93794-39-9 | MDL No. : | MFCD18250483 |
Formula : | C8H6ClNO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 183.59 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Danger | Class: | 6.1 |
Precautionary Statements: | P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501 | UN#: | 2810 |
Hazard Statements: | H301-H311-H331 | Packing Group: | Ⅲ |
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 |
---|---|---|
With sodium hydroxide |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
2-Amino-5-methoxy-phenol hydrochloride salt (0.203 g, 1.2 mmol) and potassium salt of dithiocarbonic acid O-ethyl ester were dissolved in 4 mL of pyridine and heated to reflux for 2 h. The reaction mixture was cooled to RT and quenched by pouring into 5 mL of ice-cold water. To the mixture, 0.22 mL of conc. HCl was added and stirred for 30 min. The solid was filtered, washed with water, and dried in vacuo overnight. To the above product was added SOCl2 (0.55 mL, 7.6 mmol) and 2 drops of DMF. After the reaction was heated to 70 C. for 30 min, it was cooled RT. Excess SOCl2 was removed in vacuo and the residue was purified on a silica gel column with 5% MeOH in CH2Cl2 to give {1-[4-(3,4-dichloro-benzyl)-piperazin-1-ylmethyl]-2-methyl-propyl}-(6-methoxy-benzooxazol-2-yl)-amine. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | Compound 25 (870 mg, 4.7 mmol) and <strong>[52-67-5]D-penicillamine</strong> (710 mg, 4.7 mmol) were dissolved in DMSO (20 mL), and NaOH (430 mg, 10.7 mmol) was added. The reaction was stirred at r.t. for 3 h. The mixture was then acidified with 6N HCl (1.5 mL) to pH 3-4, then purified by flash chromatography eluting with acetonitrile/distilled water (with 0.05% TFA) giving compound 26 as a salt (1.0 g, 74%, purity: 97%). 1H NMR (DMSO-d6, 500 MHz): delta 6.97 (d, J=8.0 Hz, 1H), 6.37 (s, 1H), 6.34 (d, J=8.5 Hz, 1H), 4.38 (s, 1H), 3.66 (s, 3H), 1.63 (s, 3H), 1.40 (s, 3H); 13C NMR (DMSO-d6, 125 MHz): delta 170.5, 157.8, 151.0, 124.1, 122.3, 104.5, 103.0, 76.2, 58.7, 55.1, 27.7, 25.5; ESI-MS (m/z): 297.1 [M+1]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
49% | With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; at 20 - 40℃; for 17h; | Compound 4:A solution of compound 3 (5.2 g, 28.32 mmol), (+)-<strong>[2799-07-7]S-trityl-L-cysteine</strong> (6) (9.34 g, 25.70 mmol) and DIPEA (6.4 mL, 38.68 mmol) in THF (25 mL) and methanol (40 mL) was stirred at room temperature for 3 h and then at 40° C. for 14 h.Volatiles were subsequently removed in vacuo.The resulting residue was suspended in water (60 mL) and acidified to pH 3 with 5percent KHSO4 solution.The resulting suspension was extracted with CH2Cl2 (60 mL).The organic phase was washed with water, dried over Na2SO4, filtered, and the solvent removed in vacuo.The residue was purified by flash column chromatography using gradient elution from CH2Cl2/MeOH (99:1) to CH2Cl2/EtOH (9:1) to give (R)-2-(6-methoxybenzoxazol-2-ylamino)-3-tritylsulfanyl-propionic acid (6.40 g, 49percent).400 MHz 1H-NMR (DMSO-d6, ppm): 13.1-12.7 (1H, br s) 8.23 (1H, d, J=8.6 Hz) 7.38-7.19 (15H, m) 7.14 (1H, d, J=8.6 Hz) 7.08 (1H, d, J=2.1 Hz) 6.74 (1H, dd, J=8.6, 2.1 Hz) 4.13-4.06 (1H, m) 3.75 (3H, s) 2.75 (1H, dd, 9.5 Hz) 2.55-2.50 (1H, m). ESI-MS (m/z): 511 [M+H]+ |