194656-80-9

Basic information

• Product Name: (1R,5R)-1-Methyl-3-phenyl-2,4-dioxa-bicyclo[3.3.1]non-6-ene
• Synonyms: (1R,5R)-1-Methyl-3-phenyl-2,4-dioxa-bicyclo[3.3.1]non-6-ene
• CAS NO: 194656-80-9
• Molecular Weight: 216.28
• Mol File: 194656-80-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,5R)-1-Methyl-3-phenyl-2,4-dioxa-bicyclo[3.3.1]non-6-ene(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,5R)-1-Methyl-3-phenyl-2,4-dioxa-bicyclo[3.3.1]non-6-ene(194656-80-9)
• EPA Substance Registry System: (1R,5R)-1-Methyl-3-phenyl-2,4-dioxa-bicyclo[3.3.1]non-6-ene(194656-80-9)

Safety Data

• Hazardous Substances Data: 194656-80-9(Hazardous Substances Data)

Upstream product

• 166757-81-9 (3aS,4R,6R,7aR)-2,2,6-Trimethyl-hexahydro-benzo[1,3]dioxole-4,6-diol 
• 194656-76-3 C₁₀H₁₆O₄ 
• 101917-46-8 (3aS,4R,6R,7aR)-6-Hydroxymethyl-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-4,6-diol 
• 166757-80-8 ((3aR,5R,7R,7aS)-5,7-dihydroxy-2,2-dimethylhexahydro-1,3-benzodioxol-5-yl)methyl 4-methylbenzenesulfonate 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 166757-82-0 (1R,3R)-1-Methyl-cyclohex-4-ene-1,3-diol 

Downstream Products

• 166757-84-2 (1R,5R)-5-Benzyloxy-5-methyl-cyclohex-2-enol 
• 166757-85-3 (R)-5-Benzyloxy-5-methyl-cyclohex-2-enone 
• 166757-86-4 (R)-5-Benzyloxy-5-methyl-3-vinyl-cyclohex-2-enone 
• 194656-97-8 Acetic acid (2R,3R,4R,6R)-3-acetoxy-6-((R)-3-benzyloxy-8-hydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-9-yl)-2-methyl-tetrahydro-pyran-4-yl ester 
• 166757-92-2 Acetic acid (R)-3-benzyloxy-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-8-yl ester 
• 166757-89-7 Acetic acid (1R,3R,6aS,12aR,12bR)-3-benzyloxy-12a-bromo-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-1-hydroxy-3-methyl-7,12-dioxo-1,2,3,4,6,6a,7,12,12a,12b-decahydro-benzo[a]anthracen-8-yl ester 
• 166757-87-5 (1R,5R)-5-Benzyloxy-5-methyl-3-vinyl-cyclohex-2-enol 
• 172101-94-9 ((1R,5R)-5-Benzyloxy-5-methyl-3-vinyl-cyclohex-2-enyloxy)-triisopropyl-silane 
• 172101-95-0 Acetic acid (1R,3R,6aS,12aR,12bR)-3-benzyloxy-12a-bromo-3-methyl-7,12-dioxo-1-triisopropylsilanyloxy-1,2,3,4,6,6a,7,12,12a,12b-decahydro-benzo[a]anthracen-8-yl ester 
• 194656-83-2 (R)-5-Benzyloxy-5-methyl-1-vinyl-cyclohex-2-enol 

Relevant articles and documents

A unified strategy for the total synthesis of the angucycline antibiotics SF 2315A, urdamycinone B, and the shunt metabolite 104-2

Total syntheses of the angucycline antibiotics SF 2315A (2), urdamycinone B (4), and the shunt metabolite 104-2 (5) are described, as well as an approach toward the synthesis of SF 2315B (3). All four syntheses feature a Diels-Alder cycloaddition between a bromojuglone derivative and an optically active diene (25a), the latter derived from (-)-quinic acid. Subsequent key transformations include (i) stereocontrolled introduction of ring fusion oxygen functionality featured in SF 2315A (2) and SF 2315 B (3), (ii) preparation of C-glycosyl juglone 53, and (iii) NMO mediated oxidative aromatization of 60.