تفاعل #498451

ord-4f9e8e7369574ae7b11f2cb29d65a472

معادلة التفاعل

CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[P-](F)(F)(F)(F)F
BOP
CN(C)C=O.Cc1ccc(S(=O)(=O)N[C@H](C(=O)O)C(C)(C)C)cc1
DMF N-(toluene-4-sulfonyl)-L-tert-butylglycine
CC(C)(C)[C@H](N)C(=O)O
L-tert-butylglycine
CN1CCOCC1
NMM
→
Cc1ccc(S(=O)(=O)N[C@H](C(=O)O)C(C)(C)C)cc1
N-(Toluene-4-sulfonyl)-L-tert-butylglycine
Cc1ccc(S(=O)(=O)N[C@H](C(=O)N[C@@H](Cc2ccccc2)C(=O)O)C(C)(C)C)cc1
title compound
Cc1ccc(S(=O)(=O)N[C@H](C(=O)N[C@@H](Cc2ccccc2)C(=O)O)C(C)(C)C)cc1
N-(Toluene-4-sulfonyl)-L-tert-butylglycyl-L-phenylalanine

المتفاعلات

CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[P-](F)(F)(F)(F)F
BOP
CN(C)C=O.Cc1ccc(S(=O)(=O)N[C@H](C(=O)O)C(C)(C)C)cc1
DMF N-(toluene-4-sulfonyl)-L-tert-butylglycine
CC(C)(C)[C@H](N)C(=O)O
L-tert-butylglycine
CN1CCOCC1
NMM
—
L-phenylalanine ester

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe title compound was prepared

الإجراء التجريبي

N-(Toluene-4-sulfonyl)-L-tert-butylglycine was prepared from L-tert-butylglycine using the procedure described in Method 1. The title compound was prepared by coupling in DMF N-(toluene-4-sulfonyl)-L-tert-butylglycine with an L-phenylalanine ester in the presence of BOP and NMM. Conventional deesterification provided the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06559127B1uspto-grants-2003_05