반응 #336811

ord-54d682a6b1bc444dbeb90db8e1f94eb9

반응 방정식

COC(=O)CCCCCNC(=O)CCNC(=O)OCc1ccccc1
ester
COC(=O)CCCCCNC(=O)CCNC(=O)OCc1ccccc1
6-(3-Benzyloxycarbonylaminopropionylamino)-hexanoic acid methyl ester
[Na+].[OH-]
NaOH
O=C(O)CCCCCNC(=O)CCNC(=O)OCc1ccccc1
desired acid 36
O=C(O)CCCCCNC(=O)CCNC(=O)OCc1ccccc1
6-(3-Benzyloxycarbonylaminopropionylamino)-hexanoic acid

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The compound 36 was prepared
  2. 2
    기타Recrystallization from MeOH

실험 절차

The compound 36 was prepared using General Procedure A with ester 35 (3.20 g, 9.13 mmol) and an aqueous NaOH solution (1.46 g, 36.53 mmol in 40 mL of H2O) in MeOH (40 mL). Recrystallization from MeOH produced the desired acid 36 in 95% (2.92 g) yield as a white solid. 1H NMR (CDCl3): δ 7.32 (m, 5H, ArH), 6.10 (s, 1H, NH), 5.67 (s, 1H, NH), 5.04 (s, 2H, OCH2Ar), 3.45 (dt, J=6.4, 12.0 Hz, 2H, CH2NHCO), 3.21 (dt, J=6.4, 12.8 Hz, 2H, CH2NHCO), 2.40 (dt, J=6.0, 6.4 Hz, 2H, CH2CO), 2.32 (t, J=7.2 Hz, 2H, CH2CO), 1.61 (m, 2H, CH2), 1.48 (m, 2H, CH2), 1.33 (m, 2H, CH2); ESI-MS m/z 371[M+Cl]−, 359[M+Na]+, 337[M+H]+, 335[M−H]−.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07862807B2uspto-grants-2011_01