Efficient and selective cleavage of the t-butoxycarbonyl group from di-t-butylimidodicarbonate using catalytic bismuth(III) bromide in acetonitrile

Tetrahedron Letters

Volumn 50, Issue 36, 2009, Pages 5094-5097

  Zheng, Jianlong ^a   Yin, Biaolin ^b   Huang, Wenming ^a   Li, Xiaopeng ^a   Yao, Hequan ^c   Liu, Zhaogui ^a   Zhang, Jiancun ^a   Jiang, Sheng ^a  

^a GUANGZHOU INSTITUTES OF BIOMEDICINE AND HEALTH   (China)

^b SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

^c CHINA PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONITRILE; AMINE; BISMUTH; CARBONYL DERIVATIVE; IMIDE;

ARTICLE; CATALYSIS; CATALYST; DEPROTECTION REACTION; QUANTUM YIELD; REACTION ANALYSIS; ROOM TEMPERATURE; STEREOCHEMISTRY;

EID: 67650504864     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.06.104     Document Type: Article

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23. Comparative analysis of N-Boc-protected α-amino acids and similar materials obtained by the di-t-butylimidodicarbonate and further N-Boc cleavage sequence using the present methodology provided compounds with identical specific rotations.
24. 3): δ 5.11 (br s, 1H), 4.41 (br s, 1H), 3.8 (s, 3H), 2.53 (t, J = 7.5 Hz, 2H), 2.14 (m, 1H), 2.10 (s, 3H), 1.93 (m, 1H), 1.44 (s, 9H) ppm.