123287-65-0

Basic information

• Product Name: (±)-hermandin
• CAS NO: 123287-65-0
• Molecular Weight: 428.439
• Mol File: 123287-65-0.mol

Chemical Properties

• CAS DataBase Reference: (±)-hermandin(CAS DataBase Reference)
• NIST Chemistry Reference: (±)-hermandin(123287-65-0)
• EPA Substance Registry System: (±)-hermandin(123287-65-0)

Safety Data

• Hazardous Substances Data: 123287-65-0(Hazardous Substances Data)

Upstream product

• 123251-30-9 (+/-)-2-hydroxymethyl-5-methoxy-6,7-methylenedioxy-4-(3',4',5'-trimethoxyphenyl)-1,2-dihydro-3-naphthoic acid lactone 
• 123277-20-3 (+/-)-2-hydroxymethyl-5-methoxy-6,7-methylenedioxy-4-(3',4',5'-trimethoxyphenyl)-1,2-dihydro-3-naphthoic acid 
• 123251-32-1 (5R,6R,7R)-7-Hydroxymethyl-4-methoxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid 
• 94359-21-4 (2S,3S)-(+)-5'-methoxyyatein 

Relevant articles and documents

Studies on the constituents of the seeds of Hernandia ovigera L. IX. Identification of two dibenzobutyrolactone-type lignans and an attempt of conversion into phenyltetralin-type lignan

Two kinds of lignans were isolated from the seeds of Hernandia ovigera L. in addition to the nine lignans previously reported. One was confirmed as (-)-dimethylmatairesinol and the other was identified as 5'-methoxypodorhizol (14) by comparison with the a

Studies on the Constituents of the Seeds of Hernandia ovigera L. VII. Syntheses of (+/-)-Hernolactone and (+/-)-Hernandin

Two new lignans, hernolactone (1) and hernandin (2), isolated from the seeds of Hernandia ovigera L. were synthesized in racemic forms.Firstly, (+/-)-1 was obtained by utilizing the conjugate addition reaction of 4 with butenolide followed by alkylation with trimethoxybenzyl bromide and subsequent removal of the protecting groups.Synthesis of 2 was pursued using the corresponding 4-phenyl-1,2-dihydronaphthalene lactone (18).The cleavage of the lactone moiety of 18 afforded an unsaturated hydroxy acid (22).Subsequent hydrogenation of 22 followed by acidification with concentrated hydrochloric acid gave isopicrohernandin (21), leaving the 2,3-trans, 3,4-cis hydroxy acid (23), which was lactonized by means of N,N-dicyclohexylcarbodiimide to afford (+/-)-2.Keywords: Hernandia ovigera; hernolactone; hernandin; lignan; dibenzylbutyrolactone lignan; phenyltetralin lignan; isopicrohernandin; Diels-Alder reaction