反应 #969859

ord-5cd1977e683d4d9689151bbc0cc7c1cc

反应方程式

CC(C)(C)OC(=O)CCNC(=O)CNC(=O)CNC(=O)CNC(=O)OCc1ccccc1
Z-Gly-Gly-Gly-β-Ala-OtBu
O
water
CC(C)(C)OC(=O)CCNC(=O)CNC(=O)CNC(=O)CN
title compound
收率 96.3%
CC(C)(C)OC(=O)CCNC(=O)CNC(=O)CNC(=O)CN
H-Gly-Gly-Gly-β-Ala-OtBu
收率 96.3%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤filtered through celite
  2. 2
    过滤filter aid
  3. 3
    浓缩the filtrate was concentrated by rotary evaporation under vacuum

实验过程

1.3 g (2.89 mmol) of Z-Gly-Gly-Gly-β-Ala-OtBu was disolved in 80 mL of 95:5 methanol:deionized water in a 250 mL parr shaker flask to which was added 0.12 g of 10% palladium on carbon. The flask was shaken under a hydrogen atmosphere (42 PSI) for 7 hours. The mixture was vacuum filtered through celite filter aid and the filtrate was concentrated by rotary evaporation under vacuum to give 0.88 g (96%) of the title compound. 1H NMR (d6-DMSO) 8.12 (t, J=1.6 Hz 2H), 8.08 (t, J=1.6 Hz, 1H), 3.75 (s, 2H), 3.64 (d, J=5.9 2H), 3.28 (bs, 2H), 3.24 (q, J=6.0 Hz, 2H), 3.13 (s, 2H), 2.35 (t, J=6.8 Hz, 2H), 1.39 (s, 9H). 13C NMR (d6-DMSO) 173.38, 170.46, 169.18, 168.70, 79.89, 44.65, 41.95, 34.88, 34.78, 27.71. HRMS (M+H+) Calc. 317.1825, found 317.1801

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08236319B2uspto-grants-2012_08