反应 #2487491

ord-43a71c3e58214876a49724da930a0bd3

反应方程式

CC(C)(C)OC(=O)c1ccc(CCCCCCCCCCCC(=O)N[C@@H](CCC(=O)OCc2ccccc2)C(=O)OC(C)(C)C)cc1
(S)-2-[12-(4-tert-Butoxycarbonylphenyl) dodecanoylamino]pentanedioic acid 5-benzyl ester 1-tert-butyl ester
CC(C)(C)OC(=O)c1ccc(CCCCCCCCCCCC(=O)N[C@@H](CCC(=O)O)C(=O)OC(C)(C)C)cc1
oil
收率 98.9%
CC(C)(C)OC(=O)c1ccc(CCCCCCCCCCCC(=O)N[C@@H](CCC(=O)O)C(=O)OC(C)(C)C)cc1
(S)-2-[12-(4-tert-Butoxycarbonylphenyl) dodecanoylamino]pentanedioic Acid 1-tert-butyl Ester
收率 98.9%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他the flask was evacuated
  2. 2
    workup.ADDITIONfilled with nitrogen three times
  3. 3
    其他The flask was equipped with balloon
  4. 4
    workup.ADDITIONfilled with hydrogen
  5. 5
    过滤The solution was filtered through celite
  6. 6
    洗涤washing with THF
  7. 7
    浓缩The filtrate was concentrated under vacuum

实验过程

(S)-2-[12-(4-tert-Butoxycarbonylphenyl) dodecanoylamino]pentanedioic acid 5-benzyl ester 1-tert-butyl ester (175 mg, 0.27 mmol) was dissolved in THF and placed under nitrogen. 10% palladium on carbon (ca. 20 mg) was added, and the flask was evacuated and filled with nitrogen three times. The flask was equipped with balloon filled with hydrogen, and stirred at rt overnight. The solution was filtered through celite, washing with THF. The filtrate was concentrated under vacuum to yield an oil (0.15 g).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08796205B2uspto-grants-2014_08