تفاعل #4519

ord-34b5a02bca8a409287c4f086e8e5d348

معادلة التفاعل

CCCCCCCCCCCCCCCC(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)O)C(=O)OCc1ccccc1
palmitoyl-L-Ala-D-Glu(OH)OBzl
O=C1CCC(=O)N1O
N-hydroxysuccinimide
C(=NC1CCCCC1)=NC1CCCCC1
dicyclohexylcarbodiimide
CCCCCCCCCCCCCCCC(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)ON1C(=O)CCC1=O)C(=O)OCc1ccccc1
palmitoyl-L-Ala-D-Glu(OSu)OBzl

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحthe precipitate was filtered off
  2. 2
    غسيلwashed with chloroform
  3. 3
    تركيزThe filtrate was concentrated in vacuo
  4. 4
    workup.ADDITIONthe diisopropylether was added to the residue
  5. 5
    أخرىThe product was collected
  6. 6
    أخرىdried

الإجراء التجريبي

To a solution of palmitoyl-L-Ala-D-Glu(OH)OBzl (1)(1.84 g) in a mixture of tetrahydrofuran (20 ml) and chloroform (30 ml) were added N-hydroxysuccinimide (425 mg) and dicyclohexylcarbodiimide (728 mg). The reaction mixture was kept for 18 hours at room temperature and the precipitate was filtered off and washed with chloroform. The filtrate was concentrated in vacuo and the diisopropylether was added to the residue. The product was collected and dried to afford palmitoyl-L-Ala-D-Glu(OSu)OBzl (2)(170 g).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04725582uspto-grants-1988_02