8-[(2-methylpropan-2-yl)oxycarbonylamino]octanoic acid

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: BocNH(CH2)7CO2H (prepared, Example 8, Step 1) (300 mg, 1.2 mmol) was dissolved in methanol (5 mL) and DCC (239 mg, 1.2 mmol) was then added. The solution was stirred at room temperature overnight. The DCU was removed by filtration and the solvent was removed in vacuo. The residue was then taken up in EtoAc and washed with dilute HCl (200 mL×3), water (200 mL×3), and then dried over MgSO4, filtered, and the solvent was removed in vacuo to yield an oil, 0.259 g (79% yield); The DCU was removed by filtration the solvent was removed in vacuo washed with dilute HCl (200 mL×3), water (200 mL×3) dried over MgSO4 filtered the solvent was removed in vacuo to yield an oil, 0.259 g (79% yield)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: BocNH(CH2)7CO2H (prepared, Example 8, Step 1) (300 mg, 1.2 mmol) was dissolved in methanol (5 mL) and DCC (239 mg, 1.2 mmol) was then added. The solution was stirred at room temperature overnight. The DCU was removed by filtration and the solvent was removed in vacuo. The residue was then taken up in EtoAc and washed with dilute HCl (200 mL×3), water (200 mL×3), and then dried over MgSO4, filtered, and the solvent was removed in vacuo to yield an oil, 0.259 g (79% yield); The DCU was removed by filtration the solvent was removed in vacuo washed with dilute HCl (200 mL×3), water (200 mL×3) dried over MgSO4 filtered the solvent was removed in vacuo to yield an oil, 0.259 g (79% yield)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: BocNH(CH2)7CO2H (prepared, Example 8, Step 1) (300 mg, 1.2 mmol) was dissolved in methanol (5 mL) and DCC (239 mg, 1.2 mmol) was then added. The solution was stirred at room temperature overnight. The DCU was removed by filtration and the solvent was removed in vacuo. The residue was then taken up in EtoAc and washed with dilute HCl (200 mL×3), water (200 mL×3), and then dried over MgSO4, filtered, and the solvent was removed in vacuo to yield an oil, 0.259 g (79% yield); The DCU was removed by filtration the solvent was removed in vacuo washed with dilute HCl (200 mL×3), water (200 mL×3) dried over MgSO4 filtered the solvent was removed in vacuo to yield an oil, 0.259 g (79% yield)

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: NH2—(CH2)7—COOH (5.00 g, 31.4 mmol), (BOC)2O (7.52 g, 34.5 mmol) and triethylamine (3.48 g, 34.5 mmol) were dissolved in 200 mL of methanol, and the mixture was stirred at 60° C. for 12 hours. After the reaction completed, methanol was removed under reduced pressure, and the obtained material was redissolved in 100 mL of ethyl acetate. Then, the resultant solution was subjected to separation using 0.2 mol/l HCl (twice) and water (twice), and dehydrating was carried out with anhydrous sodium sulfate. After that, recrystallization with hexane at 4° C. and collection using a glass filter (G6) were performed, thereby obtaining Boc-NH—(CH2)7—COOH (5.93 g, 22.9 mmol, yield: 73%). methanol was removed under reduced pressure the obtained material was redissolved in 100 mL of ethyl acetate Then, the resultant solution was subjected to separation After that, recrystallization with hexane at 4° C. collection filter (G6)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 175 mg of 8-tert-butoxycarbonylaminooctanoic acid, 256 mg of HBTU and 235 μl of DIEA are added to a solution of 4-(2-diisopropylaminoethylamino)-benzenesulfonic acid 2-aminobenzothiazol-6-yl ester (intermediate 34) (100 mg, 0.225 mmol) in 5 ml of dimethylformamide. The solution obtained is stirred for 20 hours at room temperature. After addition of 50 ml of water, the reaction mixture is extracted with 3 times 25 ml of ethyl acetate. The extracts are dried over magnesium sulfate, filtered and evaporated under reduced pressure to give 338 mg of crude oil. This oil is purified by elution in a 95/5 dichloromethane/methanol mixture at a flow rate of 10 ml/minute, on 10 g of silica, to give 153 mg of 4-(2-diisopropylaminoethylamino)benzenesulfonic acid 2-(8-tert-butoxycarbonylaminooctanoylamino)benzothiazol-6-yl ester. The solution obtained the reaction mixture is extracted with 3 times 25 ml of ethyl acetate The extracts are dried over magnesium sulfate filtered evaporated under reduced pressure to give 338 mg of crude oil This oil is purified by elution in a 95/5 dichloromethane/methanol mixture at a flow rate of 10 ml/minute, on 10 g of silica

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Combine 8-(t-butoxycarbonyl)amino-octanoic acid (1.28 g, 5 mmol), N-methylmorpholine (1.2 mL, 10 mmol), 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride salt (0.95 g, 5.0 mmol), methyl-butyl amine hydrochloride salt (5.0 mmol), and 4-hydroxybenztriazole hydrate (0.05 g) in dichloromethane (20 mL). After 4 hours, add water and extract with ethyl acetate. Dry the organic layer over MgSO4 and evaporate in vacuo to give the title compound. extract with ethyl acetate Dry the organic layer over MgSO4 evaporate in vacuo

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: BocNH(CH2)7CO2H (prepared, Example 8, Step 1) (300 mg, 1.2 mmol) was dissolved in methanol (5 mL) and DCC (239 mg, 1.2 mmol) was then added. The solution was stirred at room temperature overnight. The DCU was removed by filtration and the solvent was removed in vacuo. The residue was then taken up in EtoAc and washed with dilute HCl (200 mL×3), water (200 mL×3), and then dried over MgSO4, filtered, and the solvent was removed in vacuo to yield an oil, 0.259 g (79% yield); The DCU was removed by filtration the solvent was removed in vacuo washed with dilute HCl (200 mL×3), water (200 mL×3) dried over MgSO4 filtered the solvent was removed in vacuo to yield an oil, 0.259 g (79% yield)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: BocNH(CH2)7CO2H (prepared, Example 8, Step 1) (300 mg, 1.2 mmol) was dissolved in methanol (5 mL) and DCC (239 mg, 1.2 mmol) was then added. The solution was stirred at room temperature overnight. The DCU was removed by filtration and the solvent was removed in vacuo. The residue was then taken up in EtoAc and washed with dilute HCl (200 mL×3), water (200 mL×3), and then dried over MgSO4, filtered, and the solvent was removed in vacuo to yield an oil, 0.259 g (79% yield); The DCU was removed by filtration the solvent was removed in vacuo washed with dilute HCl (200 mL×3), water (200 mL×3) dried over MgSO4 filtered the solvent was removed in vacuo to yield an oil, 0.259 g (79% yield)