1354-81-0

Usage

Uses

1. Used in Pharmaceutical Industry:
Brunsvigine is used as a pharmaceutical compound for its potential therapeutic properties. The expression is: Brunsvigine is used as a pharmaceutical compound for its potential therapeutic properties.
2. Used in Research and Development:
Brunsvigine is used as a research compound for studying its chemical properties, structure, and potential applications in various fields. The expression is: Brunsvigine is used as a research compound for studying its chemical properties, structure, and potential applications.
3. Used in Drug Discovery:
Brunsvigine may be used as a starting point for drug discovery, particularly in the development of new medications targeting specific diseases or conditions. The expression is: Brunsvigine is used as a starting point for drug discovery, particularly in the development of new medications.
4. Used in Chemical Synthesis:
Brunsvigine can be utilized in chemical synthesis processes, potentially leading to the creation of new compounds with various applications. The expression is: Brunsvigine is used in chemical synthesis processes for the creation of new compounds.

References

Dry et ai., J. Chern. Soc., 4701 (1958) Inubushietai.,l. Org. Chern., 25, 2153 (1960)

InChI:InChI=1/C16H17NO4/c18-13-2-10-11-6-17(12(10)4-14(13)19)5-8-1-15-16(3-9(8)11)21-7-20-15/h1-3,11-14,18-19H,4-7H2/t11-,12-,13-,14+/m0/s1

Upstream product

• 355401-66-0 (1S,13S,15R,19S)-17,17-dimethyl-5,7,16,18-tetraoxa-12-azahexacyclo[10.9.1.0^2,10.0^4,8.0^13,21.O^15,19]docosa-2,4⁽⁸⁾,9,20-tetraene 
• 1429055-12-8 C₁₆H₁₅NO₄ 
• 1429046-70-7 C₂₂H₂₉NO₆Si 
• 1429046-76-3 C₂₅H₃₅NO₄Si 
• 1429046-71-8 C₂₂H₃₁NO₄Si 
• 1429055-11-7 C₁₇H₁₇NO₄*ClH 
• 1429046-74-1 C₁₈H₁₉NO₅ 
• 1429046-75-2 C₁₈H₂₁NO₅ 
• 17680-04-5 (3,4-methylenedioxy)phenylmagnesium bromide 
• 144609-90-5 (4aR*,11S*)-1,2,3,11a-tetrahydro-8,9-(methylenedioxy)-5,11-methanomorphanthridine 
• 935-79-5 cis-1,2,3,6-tetrahydrophthalic anhydride 
• 144609-76-7 (1R*,1'S*,2R*,4S*,5R*)-4,5-diacetoxy-2-<2'-hydroxy-1'-<3'',4''-(methylenedioxy)phenyl>ethyl>-1-cyclohexyl-N-tosylamide 
• 144609-75-6 (1R*,2S*)-N-(tert-butoxycarbonyl)-2-<3',4'-(methylenedioxy)benzoyl>-4-cyclohexenylamide 
• 144609-88-1 (3R*,4aR*,11S*,11aR*)-5,11a-cis-11,11a-syn-3-hydroxy-Δ¹⁽²⁾-8,9-(methylenedioxy)-5,11-methanomorphanthridine 

Downstream Products

• 1354-81-0 (+/-)-brunsvigine 
• 53539-39-2 (6R)-8c,9c-bis-(4-bromo-benzoyloxy)-(6at)-5,6a,7,8,9,11-hexahydro-6r,11c-methano-benzo[b][1,3]dioxolo[4',5':4,5]benzo[1,2-e]azepine 
• 57738-56-4 (6R)-8c,9c-dimethoxy-6-methyl-(6at)-5,6a,7,8,9,11-hexahydro-6r,11c-methano-benzo[b][1,3]dioxolo[4',5':4,5]benzo[1,2-e]azepinium; picrate 
• 57687-22-6 (R)-6-acetyl-8-((1Ξ,3S)-3r,4c-diacetoxy-cyclohexyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline 

Relevant academic research and scientific papers

Bioinspired total synthesis of montanine-type amaryllidaceae alkaloids

Finding a common path: A synthetic strategy inspired by the proposed biogenesis of the montanine-type alkaloids enabled the concise asymmetric synthesis of these compounds in a divergent fashion on the basis of an unprecedented tandem oxidative dearomatization/intramolecular aza-Michael addition as the key step. This bioinspired approach revealed a chemical connection between the cherylline- and montanine-type alkaloids (see scheme). Copyright

An expedient route to montanine-type amaryllidaceae alkaloids: Total syntheses of (-)-brunsvigine and (-)-manthine

(Chemical Equation Presented) The first total syntheses of (-)-brunsvigine (1) and (-)-manthine (2) were accomplished in 10 and 18 steps, respectively. (-)-Quinic acid was converted to enone 12 in live steps. Iodination of enone 12 followed by stereoselec

Synthesis of aza bicyclic enones via anionic cyclization: Application to the total synthesis of (-)-brunsvigine

(Matrix presented) A general approach to the synthesis of aza bicyclic enones was developed via a simple two-step annulation involving a Mitsunobu protocol and anionic cyclization. According to this strategy the total synthesis of (-)-brunsvigine was acco

A FIRST TOTAL SYNTHESIS OF MONTANINE-TYPE AMARYLLIDACEAE ALKALOIDS, (+/-)-COCCININE, (+/-)-MONTANINE, AND (+/-)-PANCRACINE

Montanine-type Amaryllidaceae alkaloids, (+/-)-coccinine (1), (+/-)-montanine (2), and (+/-)-pancracine (3) were synthesized starting from (+/-)-1,2-cis-2-(3,4-methylenedioxybenzoyl)cyclohex-4-enecarboxylic acid (6) via (+/-)-2,3-cis-3-benzyloxy-2-hydroxy

First Total Synthesis of Amaryllidaceae Alkaloids of the 5,11-Methanomorphanthridine Type. An Efficient Total Synthesis of (+/-)-Pancracine

A tandem aza-Cope rearrangement-Mannich cyclization (9 -> 3) is the central step in a concise total synthesis of (+/-)-pancracine.