ChemicalBook CAS DataBase List BOC-4-ABZ-OH

BOC-4-ABZ-OH synthesis

12synthesis methods

Product Name:BOC-4-ABZ-OH
CAS Number:66493-39-8
Molecular formula:C12H15NO4
Molecular Weight:237.25

24424-99-5

150-13-0

66493-39-8

General procedure for the synthesis of 4-(N-tert-butoxycarbonylamino)benzoic acid from di-tert-butyl dicarbonate and p-aminobenzoic acid: sodium hydroxide (1.46 g, 36.5 mmol) was added to a mixture of dioxane (70 mL) and water (35 mL) of 4-aminobenzoic acid (5.00 g, 36.5 mmol), followed by di-tert-butyl dicarbonate (11.9 g, 54.8 mmol). The reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, the solvent was removed by rotary evaporation and aqueous 3N hydrochloric acid was added slowly and dropwise to the residue to adjust the pH to 3. The precipitate precipitated was collected by filtration, washed with water and dried to afford the target product 4-(N-tert-butoxycarbonylamino)benzoic acid (8.28 g, 96% yield) as a white solid.

ETHYL 4-(TERT-BUTOXYCARBONYLAMINO)BENZOATE

110969-44-3
23 suppliers
$333.00/5g

66493-39-8
173 suppliers
$10.00/1g

Yield:66493-39-8 74.5%

Reaction Conditions:

with water;sodium hydroxide in methanol at 25;

Steps:

Synthesis of compound 9
A mixture of compound 8 (300mg, 1.l3mmol) and NaOH (1M, 7mL) in MeOH (5 mL) was stirred at room temperature for overnight. After concentrated, the residue was dissolved in H20, 1 N HC1 was added until pH=2, and the mixture was extracted with EA. The organic layer was washed with brine, dried over Na2SO4 and concentrated to provide the product compound 9(200mg, yield: 74.5%). It was used for the next step without further purification. ‘H NIVIR (DMSO-d6, 400MHz): 12.64 (s, 1H), 9.77 (s, 1H), 7.89(d, 2H, J = 8.4Hz), 7.61 (d, 2H, J = 8.8Hz), 1.54 (s, 9H).

References:

SUZHOU KINTOR PHARMACEUTICALS, INC.;GUO, Chuangxin;TONG, Youzhi WO2017/219800, 2017, A1 Location in patent:Paragraph 00131; 00132

FullText

24424-99-5 Synthesis

24424-99-5
859 suppliers
$13.50/25G

150-13-0 Synthesis

150-13-0
943 suppliers
$5.00/25g

66493-39-8
173 suppliers
$10.00/1g

References

201230-82-2 Synthesis