FMOC-PHE-OPFP

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Fmoc-Phe-OPfp (0.5 mmol) and HOBt (0.5 mmol) were added to a suspension of resin B (prepared from 185 mg, 0.1 mmol of the Fmoc-derivative) in DMF (5 ml) and the mixture was shaken for 1 hour. The resin was successively washed with DMF (5 ml×5), then treated with 20% piperidine in DMF (5 ml) for 15 min. The treated resin was washed with DMF (5 ml×5) and CH2Cl2 (5 ml×5) and dried in vacuo; yield 179 mg. The dried resin (5 mg) was treated with 1M thioanisole/TFA-m-cresole (100 μl-10 μl) at 28° C. for 60 min. H-Phe-NH2 liberated was determined by TLC scanner. The latter treated resin was subjected to 6N HCl hydrolysis. No Phe was detected by amino acid analyser. This result shows that phenylalanine had been cleaved almost completely from the resin. It was therefore established that resin B is useful as an amide precursor for amino acids and that the thioanisole-containing solution described above is a superior cleavage reagent. The resin was successively washed with DMF (5 ml×5) treated with 20% piperidine in DMF (5 ml) for 15 min The treated resin was washed with DMF (5 ml×5) and CH2Cl2 (5 ml×5) dried in vacuo The dried resin (5 mg) was treated with 1M thioanisole/TFA-m-cresole (100 μl-10 μl) at 28° C. for 60 min The latter treated resin was subjected to 6N HCl hydrolysis containing solution

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Fmoc-Phe-OPfp (0.5 mmol) and HOBt (0.5 mmol) were added to a suspension of resin B (prepared from 185 mg, 0.1 mmol of the Fmoc-derivative) in DMF (5 ml) and the mixture was shaken for 1 hour. The resin was successively washed with DMF (5 ml×5), then treated with 20% piperidine in DMF (5 ml) for 15 min. The treated resin was washed with DMF (5 ml×5) and CH2Cl2 (5 ml×5) and dried in vacuo; yield 179 mg. The dried resin (5 mg) was treated with 1M thioanisole/TFA-m-cresole (100 μl-10 μl) at 28° C. for 60 min. H-Phe-NH2 liberated was determined by TLC scanner. The latter treated resin was subjected to 6N HCl hydrolysis. No Phe was detected by amino acid analyser. This result shows that phenylalanine had been cleaved almost completely from the resin. It was therefore established that resin B is useful as an amide precursor for amino acids and that the thioanisole-containing solution described above is a superior cleavage reagent. The resin was successively washed with DMF (5 ml×5) treated with 20% piperidine in DMF (5 ml) for 15 min The treated resin was washed with DMF (5 ml×5) and CH2Cl2 (5 ml×5) dried in vacuo The dried resin (5 mg) was treated with 1M thioanisole/TFA-m-cresole (100 μl-10 μl) at 28° C. for 60 min The latter treated resin was subjected to 6N HCl hydrolysis containing solution

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Fmoc-Phe-OPfp (0.5 mmol) and HOBt (0.5 mmol) were added to a suspension of resin B (prepared from 185 mg, 0.1 mmol of the Fmoc-derivative) in DMF (5 ml) and the mixture was shaken for 1 hour. The resin was successively washed with DMF (5 ml×5), then treated with 20% piperidine in DMF (5ml) for 15 min. The treated resin was washed with DMF (5 ml×5) and CH2Cl2 (5 ml×5) and dried in vacuo; yield 179 mg. The dried resin (5 mg) was treated with 1 M thioanisole/TFA-m-cresole (100 μl-10 μl) at 28° C. for 60 min. H-Phe-NH2 liberated was determined by TLC scanner. The latter treated resin was subjected to 6N HCl hydrolysis. No Phe was detected by amino acid analyser. This result shows that phenylalanine had been cleaved almost completely from the resin. It was therefore established that resin B is useful as an amide precursor for amino acids and that the thioanisole-containing solution described above is a superior cleavage reagent. The resin was successively washed with DMF (5 ml×5) treated with 20% piperidine in DMF (5ml) for 15 min The treated resin was washed with DMF (5 ml×5) and CH2Cl2 (5 ml×5) dried in vacuo The dried resin (5 mg) was treated with 1 M thioanisole/TFA-m-cresole (100 μl-10 μl) at 28° C. for 60 min The latter treated resin was subjected to 6N HCl hydrolysis containing solution

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Fmoc-Phe-OPfp (0.5 mmol) and HOBt (0.5 mmol) were added to a suspension of resin B (prepared from 185 mg, 0.1 mmol of the Fmoc-derivative) in DMF (5 ml) and the mixture was shaken for 1 hour. The resin was successively washed with DMF (5 ml×5), then treated with 20% piperidine in DMF (5ml) for 15 min. The treated resin was washed with DMF (5 ml×5) and CH2Cl2 (5 ml×5) and dried in vacuo; yield 179 mg. The dried resin (5 mg) was treated with 1 M thioanisole/TFA-m-cresole (100 μl-10 μl) at 28° C. for 60 min. H-Phe-NH2 liberated was determined by TLC scanner. The latter treated resin was subjected to 6N HCl hydrolysis. No Phe was detected by amino acid analyser. This result shows that phenylalanine had been cleaved almost completely from the resin. It was therefore established that resin B is useful as an amide precursor for amino acids and that the thioanisole-containing solution described above is a superior cleavage reagent. The resin was successively washed with DMF (5 ml×5) treated with 20% piperidine in DMF (5ml) for 15 min The treated resin was washed with DMF (5 ml×5) and CH2Cl2 (5 ml×5) dried in vacuo The dried resin (5 mg) was treated with 1 M thioanisole/TFA-m-cresole (100 μl-10 μl) at 28° C. for 60 min The latter treated resin was subjected to 6N HCl hydrolysis containing solution

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of (2S,3S)-3-amino-2-phenyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrobromide (9d) (91 mg) in 10 mL of THF was added Fmoc-Phe-Opfp (185 mg) followed by DIEA (58 μL). The reaction mixture was stirred for 30 min and treated with DBU (0.1 mL) and stirred for 10 min. The material thus produced was used in the next step without purification or characterization. stirred for 10 min The material thus produced was used in the next step without purification or characterization

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of (2S,3S)-3-amino-2-phenyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrobromide (9d) (91 mg) in 10 mL of THF was added Fmoc-Phe-Opfp (185 mg) followed by DIEA (58 μL). The reaction mixture was stirred for 30 min and treated with DBU (0.1 mL) and stirred for 10 min. The material thus produced was used in the next step without purification or characterization. stirred for 10 min The material thus produced was used in the next step without purification or characterization

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of (2S,3S)-3-amino-2-phenyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrobromide (9d) (91 mg) in 10 mL of THF was added Fmoc-Phe-Opfp (185 mg) followed by DIEA (58 μL). The reaction mixture was stirred for 30 min and treated with DBU (0.1 mL) and stirred for 10 min. The material thus produced was used in the next step without purification or characterization. stirred for 10 min The material thus produced was used in the next step without purification or characterization

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of (2S,3S)-3-amino-2-phenyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrobromide (9d) (91 mg) in 10 mL of THF was added Fmoc-Phe-Opfp (185 mg) followed by DIEA (58 μL). The reaction mixture was stirred for 30 min and treated with DBU (0.1 mL) and stirred for 10 min. The material thus produced was used in the next step without purification or characterization. stirred for 10 min The material thus produced was used in the next step without purification or characterization

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Fmoc-Phe-OPfp (0.5 mmol) and HOBt (0.5 mmol) were added to a suspension of resin B (prepared from 185 mg, 0.1 mmol of the Fmoc-derivative) in DMF (5 ml) and the mixture was shaken for 1 hour. The resin was successively washed with DMF (5 ml×5), then treated with 20% piperidine in DMF (5 ml) for 15 min. The treated resin was washed with DMF (5 ml×5) and CH2Cl2 (5 ml×5) and dried in vacuo; yield 179 mg. The dried resin (5 mg) was treated with 1M thioanisole/TFA-m-cresole (100 μl-10 μl) at 28° C. for 60 min. H-Phe-NH2 liberated was determined by TLC scanner. The latter treated resin was subjected to 6N HCl hydrolysis. No Phe was detected by amino acid analyser. This result shows that phenylalanine had been cleaved almost completely from the resin. It was therefore established that resin B is useful as an amide precursor for amino acids and that the thioanisole-containing solution described above is a superior cleavage reagent. The resin was successively washed with DMF (5 ml×5) treated with 20% piperidine in DMF (5 ml) for 15 min The treated resin was washed with DMF (5 ml×5) and CH2Cl2 (5 ml×5) dried in vacuo The dried resin (5 mg) was treated with 1M thioanisole/TFA-m-cresole (100 μl-10 μl) at 28° C. for 60 min The latter treated resin was subjected to 6N HCl hydrolysis containing solution

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Fmoc-Phe-OPfp (0.5 mmol) and HOBt (0.5 mmol) were added to a suspension of resin B (prepared from 185 mg, 0.1 mmol of the Fmoc-derivative) in DMF (5 ml) and the mixture was shaken for 1 hour. The resin was successively washed with DMF (5 ml×5), then treated with 20% piperidine in DMF (5ml) for 15 min. The treated resin was washed with DMF (5 ml×5) and CH2Cl2 (5 ml×5) and dried in vacuo; yield 179 mg. The dried resin (5 mg) was treated with 1 M thioanisole/TFA-m-cresole (100 μl-10 μl) at 28° C. for 60 min. H-Phe-NH2 liberated was determined by TLC scanner. The latter treated resin was subjected to 6N HCl hydrolysis. No Phe was detected by amino acid analyser. This result shows that phenylalanine had been cleaved almost completely from the resin. It was therefore established that resin B is useful as an amide precursor for amino acids and that the thioanisole-containing solution described above is a superior cleavage reagent. The resin was successively washed with DMF (5 ml×5) treated with 20% piperidine in DMF (5ml) for 15 min The treated resin was washed with DMF (5 ml×5) and CH2Cl2 (5 ml×5) dried in vacuo The dried resin (5 mg) was treated with 1 M thioanisole/TFA-m-cresole (100 μl-10 μl) at 28° C. for 60 min The latter treated resin was subjected to 6N HCl hydrolysis containing solution