507480-22-0

Basic information

• Product Name: (E)-(7S,9R,10S)-9-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-7-(3-hydroxy-propyl)-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one
• Synonyms: (E)-(7S,9R,10S)-9-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-7-(3-hydroxy-propyl)-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one
• CAS NO: 507480-22-0
• Molecular Weight: 572.817
• Mol File: 507480-22-0.mol

Chemical Properties

• CAS DataBase Reference: (E)-(7S,9R,10S)-9-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-7-(3-hydroxy-propyl)-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(7S,9R,10S)-9-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-7-(3-hydroxy-propyl)-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one(507480-22-0)
• EPA Substance Registry System: (E)-(7S,9R,10S)-9-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-7-(3-hydroxy-propyl)-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one(507480-22-0)

Safety Data

• Hazardous Substances Data: 507480-22-0(Hazardous Substances Data)

Upstream product

• 1026455-24-2 (R)-6-(benzyloxy)-3-(4-(methoxybenzyl)oxy)hexanal 
• 325172-28-9 2-allyl-6-methoxy-benzoic acid 
• 83458-92-8 ((2R,3R)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol 
• 579-75-9 2-Methoxybenzoic acid 
• 507480-20-8 (E)-(7S,9R,10S)-7-Allyl-9-(tert-butyl-diphenyl-silanyloxy)-10-methyl-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one 
• 507480-16-2 (E)-(7S,9R,10S)-7-Allyl-9-(4-methoxy-benzyloxy)-10-methyl-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one 
• 507480-11-7 5-[(E)-(5S,6R,8S)-8-Hydroxy-6-(4-methoxy-benzyloxy)-5-methyl-undeca-2,10-dienyl]-2,2-dimethyl-benzo[1,3]dioxin-4-one 
• 507480-01-5 (E)-(7S,9R,10S)-7-Allyl-4-hydroxy-9-(4-methoxy-benzyloxy)-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one 
• 507480-18-4 (E)-(7S,9R,10S)-7-Allyl-9-hydroxy-10-methyl-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one 
• 507480-02-6 5-(bromomethyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one 
• 438187-08-7 2, 2, 5-trimethyl-4H-benzo[d][1,3]dioxin-4-one 
• 567-61-3 2-hydroxy-6-methylbenzoic acid 
• 507480-21-9 (E)-(7S,9R,10S)-9-(tert-Butyl-diphenyl-silanyloxy)-7-(3-hydroxy-propyl)-10-methyl-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one 

Downstream Products

• 198481-99-1 (-)-salicylihalamide A 
• 198482-00-7 salicylihalamide B 

Relevant articles and documents

Formal total synthesis of salicylihalamides A and B

An efficient synthesis of the macrolactone 3 of the salicylihalamides in 10 linear steps from alkene 6 is described. The key steps involved a Stille coupling between the chiral stannane 5 and benzyl bromide 4, which produced alkene 15 in good yield, and subsequent base-induced macrolactonization then gave compound 3. Macrolactone 3 was then converted into the known salicylihalamide A intermediate 18 in a three-step sequence. Compound 3 was also converted into another known salicylihalamide A and B intermediate 23 in a five-step sequence.

Enantioselective total synthesis of salicylihalamides A and B

We have devised a total synthesis of (12R,13S,15R) salicylihalamides A and B, which allowed revision of the absolute stereochemistry of the natural compounds. The same strategy was then applied to the preparation of naturally occurring salicylihalamides.