反应 #336811

ord-54d682a6b1bc444dbeb90db8e1f94eb9

反应方程式

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

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The compound 36 was prepared
  2. 2
    其他Recrystallization from MeOH

实验过程

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]−.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07862807B2uspto-grants-2011_01