3-FORMYL-4-HYDROXYINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

The CAS register number of tert-Butyl 3-formyl-4-hydroxy-1H-indole-1-carboxylate is 404888-00-2. It also can be called as 1H-Indole-1-carboxylicacid, 3-formyl-4-hydroxy-, 1,1-dimethylethyl ester and the systematic name about this chemical is tert-butyl 3-formyl-4-hydroxyindole-1-carboxylate. The molecular formula about this chemical is C₁₄H₁₅NO₄ and the molecular weight is 261.27. It belongs to the API intermediates.

Physical properties about tert-Butyl 3-formyl-4-hydroxy-1H-indole-1-carboxylate are: (1)ACD/LogP: 2.55; (2)ACD/LogD (pH 5.5): 2.55; (3)ACD/LogD (pH 7.4): 2.52; (4)ACD/BCF (pH 5.5): 50.79; (5)ACD/BCF (pH 7.4): 47.76; (6)ACD/KOC (pH 5.5): 578.8; (7)ACD/KOC (pH 7.4): 544.23; (8)#H bond acceptors: 5; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 57.53Ų; (12)Index of Refraction: 1.569; (13)Molar Refractivity: 69.84 cm³; (14)Molar Volume: 212.8 cm³; (15)Polarizability: 27.68x10^-24cm³; (16)Surface Tension: 43.8 dyne/cm; (17)Flash Point: 217.3 °C; (18)Enthalpy of Vaporization: 71.88 kJ/mol; (19)Boiling Point: 435.8 °C at 760 mmHg; (20)Vapour Pressure: 3.34E-08 mmHg at 25°C.

Preparation: this chemical can be prepared by di-tert-butyl dicarbonate and 4-hydroxy-3-indolecarbaldehyde. This reaction will need reagent DMAP, Et₃N and solvent CH₂Cl₂. The reaction time is 2 hour(s) with reaction temperature of 20 °C. The yield is about 97%.

Uses of tert-Butyl 3-formyl-4-hydroxy-1H-indole-1-carboxylate: it can be used to produce 5-bromo-3-formyl-4-hydroxy-indole-1-carboxylic acid tert-butyl ester at temperature of 20 °C. This reaction will need reagent Py*HBr*Br₂ and solvent CHCl₃, tetrahydrofuran with reaction time of 22 hours. The yield is about 85%.

You can still convert the following datas into molecular structure:
(1)SMILES: CC(C)(C)OC(=O)n1cc(c2c1cccc2O)C=O
(2)InChI: InChI=1/C14H15NO4/c1-14(2,3)19-13(18)15-7-9(8-16)12-10(15)5-4-6-11(12)17/h4-8,17H,1-3H3
(3)InChIKey: UTVZHXNPZANGME-UHFFFAOYAG
(4)Std. InChI: InChI=1S/C14H15NO4/c1-14(2,3)19-13(18)15-7-9(8-16)12-10(15)5-4-6-11(12)17/h4-8,17H,1-3H3
(5)Std. InChIKey: UTVZHXNPZANGME-UHFFFAOYSA-N