106972-94-5Relevant articles and documents
Short synthesis of phenylpropanoid glycosides calceolarioside-B and eutigoside-A
Khong, Duc Thinh,Judeh, Zaher M.A.
, p. 109 - 111 (2016/12/23)
A convenient 4-step synthesis of calceolarioside-B 1 and eutigoside-A 2 in high overall yield is described. The key step involved the regioselective, Me2SnCl2-catalyzed O-6 acylation of unprotected 2-phenylethyl-β-D-glucosides 5a–b with cinnamoyl chlorides 6a–b in excellent yields. Acylation at O-6 is selective with the acid chlorides used. This work serves as a model for the convenient synthesis of phenylpropanoid glycosides acylated at O-6.