تفاعل #409735

معادلة التفاعل

DIEA

Boc—(D)—Arg(Tos)—OH

Gly—OBn.HCl

BOP

→

title compound

المردود 83.1%

Boc—(D)—Arg(Tos)—Gly—OBn

المردود 83.1%

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   أخرىSolvents were evaporated
2. 2
   workup.DISSOLUTIONresidue was dissolved in a mixture of EtOAc (100 mL) and water (20 mL)
3. 3
   غسيلThe organic layer was washed with sat. NaHCO3 (10 mL), water (10 mL), 1 N HCl (10 mL) and sat. NaCl (3×10 mL)
4. 4
   تجفيفdried with MgSO4
5. 5
   ترشيحfiltered
6. 6
   أخرىevaporated
7. 7
   أخرىThe solid residue was purified by column chromatography on silica gel (EtOAc)

الإجراء التجريبي

To a suspension of Boc—(D)—Arg(Tos)—OH (1 g, 2.34 mmol) in CH2Cl2 (10 mL) was added DIEA (1 mL) at 0° C. To the clear solution was added Gly—OBn.HCl (0.52 g, 2.58 mmol) and BOP (1.2 g, 2.8 mmol). The solution was stirred for 4 h at 0° C. Solvents were evaporated and residue was dissolved in a mixture of EtOAc (100 mL) and water (20 mL). The organic layer was washed with sat. NaHCO3 (10 mL), water (10 mL), 1 N HCl (10 mL) and sat. NaCl (3×10 mL), dried with MgSO4, filtered and evaporated. The solid residue was purified by column chromatography on silica gel (EtOAc) to give 1.12 g of the title compound as a powder. ES—MS (M+H)+=576.3

المصدر