تفاعل #1350062

ord-8a822b5820e442d2a111b0d07dac5e40

معادلة التفاعل

CC(C)(C)OC(=O)N[C@@H](Cc1ccc(OC(C)(C)C)cc1)C(=O)O
N-(tert-butyloxycarbonyl)-O-(tert-butyl)-L-tyrosine
CSCC[C@@H](N)C(=O)N(C)CCCc1ccccc1
N-methyl-N-(3-phenylpropyl)-D-methioninamide
→
CSCC[C@@H](NC(=O)[C@H](Cc1ccc(OC(C)(C)C)cc1)NC(=O)OC(C)(C)C)C(=O)N(C)CCCc1ccccc1
[N-(tert-butyloxycarbonyl)-O-(tert-butyl)-L-tyrosyl]-N-methyl-N-(3-phenylpropyl)-D-methioninamide
المردود 27.0%

المتفاعلات

CC(C)(C)OC(=O)N[C@@H](Cc1ccc(OC(C)(C)C)cc1)C(=O)O
N-(tert-butyloxycarbonyl)-O-(tert-butyl)-L-tyrosine
CSCC[C@@H](N)C(=O)N(C)CCCc1ccccc1
N-methyl-N-(3-phenylpropyl)-D-methioninamide

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe product was crystallized twice from ethyl acetate

الإجراء التجريبي

By the method of part A of this sample N-(tert-butyloxycarbonyl)-O-(tert-butyl)-L-tyrosine (2.59 g.) was condensed with N-methyl-N-(3-phenylpropyl)-D-methioninamide (1.4 g.). The product was crystallized twice from ethyl acetate, affording [N-(tert-butyloxycarbonyl)-O-(tert-butyl)-L-tyrosyl]-N-methyl-N-(3-phenylpropyl)-D-methioninamide (810 mg., m.r. 130°-131° C.).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04454120uspto-grants-1984_06