77855-81-3 Usage
Uses
Different sources of media describe the Uses of 77855-81-3 differently. You can refer to the following data:
1. Milbemycins are a complex family of macrocyclic lactones containing a highly characteristic spiroketal group, produced by Streptomyces hydroscopicus subsp. aureolarcrimosus. Milbemycin D is a minor member of a group of analogues containing a 25-isopropyl substituent. Milbemycin D is a highly selective and potent nematocide and insecticide. Like the closely related avermectin, milbemycins are thought to act on chloride-gated ion channels.
2. Milbemycin D (Milbemycin EP Impurity C) is a macrocyclic lactones that can be used as a nematocide and insecticide.
Check Digit Verification of cas no
The CAS Registry Mumber 77855-81-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,7,8,5 and 5 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 77855-81:
(7*7)+(6*7)+(5*8)+(4*5)+(3*5)+(2*8)+(1*1)=183
183 % 10 = 3
So 77855-81-3 is a valid CAS Registry Number.
InChI:InChI=1/C33H48O7/c1-19(2)29-22(5)12-13-32(40-29)17-26-16-25(39-32)11-10-21(4)14-20(3)8-7-9-24-18-37-30-28(34)23(6)15-27(31(35)38-26)33(24,30)36/h7-10,15,19-20,22,25-30,34,36H,11-14,16-18H2,1-6H3/b8-7+,21-10+,24-9-/t20-,22-,25+,26-,27-,28+,29+,30+,32+,33+/m0/s1
77855-81-3Relevant articles and documents
Asymmetric total synthesis of (+)-milbemycin D
Crimmins, Michael T.,Al-awar, Rima S.,Vallin, Isabelle M.,Hollis Jr., W. Gary,O'Mahony, Rosemary,Lever, John G.,Bankaitis-Davis, Danute M.
, p. 7513 - 7528 (2007/10/03)
The enantioselective total synthesis of the potent antiparasitic agent milbemycin D (1) has been achieved. The spiroketal fragment is prepared through a novel spiroketalization of a hydroxy pyrone to set the anomeric stereocenter and establish functionality for the stereocontrolled attachment and subsequent extension of the connecting chain between the spiroketal and the hexahydrobenzofuran fragment. The hexahydrobenzofuran fragment is constructed through the exploitation of a sequential electrophilic cyclization-[2,3]-sigmatropic rearrangement to close the oxygen-containing ring and incorporate the C5 hydroxyl. A lithium bromide accelerated Wittig olefination joins the spiroketal-containing subunit and the hexahydrobenzofuran subunit at the C10,11 double bond in high yield. Subsequent oxidation of the C1 hydroxyl provides access to the seco acid, which smoothly undergoes macrolactonization. The sensitive C2 stereochemistry and the C3,4 double bond are incorporated without epimerization at C2 or migration of the C3,4 double bond.
