10266-81-6

Basic information

• Product Name: (5S,9S,10S)-14,15,16-trisnorlabda-8⁽¹⁷⁾-en-13-oic acid
• Synonyms: (5S,9S,10S)-14,15,16-trisnorlabda-8⁽¹⁷⁾-en-13-oic acid
• CAS NO: 10266-81-6
• Molecular Weight: 264.408
• Mol File: 10266-81-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (5S,9S,10S)-14,15,16-trisnorlabda-8⁽¹⁷⁾-en-13-oic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (5S,9S,10S)-14,15,16-trisnorlabda-8⁽¹⁷⁾-en-13-oic acid(10266-81-6)
• EPA Substance Registry System: (5S,9S,10S)-14,15,16-trisnorlabda-8⁽¹⁷⁾-en-13-oic acid(10266-81-6)

Safety Data

• Hazardous Substances Data: 10266-81-6(Hazardous Substances Data)

Upstream product

• 596-85-0 manool 
• 596-85-0 manool 
• 122745-55-5 (-)-8α,17-epoxy-18-oxo-14,15,16-trinorlabdan-13,17-olide 

Downstream Products

• 116153-25-4 3-Oxo-1-<2-oxo-1.4.4-trimethyl-cyclohexyl-(1)>-6-<(4aHr)-5.5.8at-trimethyl-2-methylen-decalyl-(1t)>-hexan 
• 52811-58-2 Δ¹¹-ambreinolide 
• 80739-32-8 13-phenylseleno-14,15,16-trinorlabd-8⁽¹⁷⁾-ene 
• 468-84-8 ambreinolide 

Relevant articles and documents

Synthesis of (+)-Ambreinolide from Abietic Acid

An efficient transformation of the diene 1, obtained in three steps from commercial colophony or abietic acid, into (+)-ambreinolide (10) was developed.The sequence was carried out in 47-57percent overall yield and involves as the key step the rearrangement of the epoxy lactone 6 to produce the intermediate dial 7.

Concomitant bromination and lactolisation of unsaturated diols with sodium bromite in aqueous acetic acid

The attempted lactonisation of unsaturated diols 8, 13, and 15 using sodium bromite in aqueous acetic acid gave the bromo lactols 9, 16, and 18 respectively. The bromo lactols were converted to their corresponding lactones 10, 17, and 19 using Jones reagent.