884335-19-7

Basic information

• Product Name: N-[1-{(Z)-4-[(4R,5S)-5-Hydroxy-3-(4-methoxy-benzyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide
• Synonyms: N-[1-{(Z)-4-[(4R,5S)-5-Hydroxy-3-(4-methoxy-benzyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide
• CAS NO: 884335-19-7
• Molecular Weight: 585.723
• Mol File: 884335-19-7.mol

Chemical Properties

• CAS DataBase Reference: N-[1-{(Z)-4-[(4R,5S)-5-Hydroxy-3-(4-methoxy-benzyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[1-{(Z)-4-[(4R,5S)-5-Hydroxy-3-(4-methoxy-benzyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide(884335-19-7)
• EPA Substance Registry System: N-[1-{(Z)-4-[(4R,5S)-5-Hydroxy-3-(4-methoxy-benzyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide(884335-19-7)

Safety Data

• Hazardous Substances Data: 884335-19-7(Hazardous Substances Data)

Upstream product

• 127611-21-6 [(4-methoxyphenyl)sulfonyl]carbonochloridimidothioic acid methyl ester 
• 884335-17-5 (4R,5S)-4-((Z)-4-Azido-but-1-enyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-5-ol 
• 884335-31-3 Toluene-4-sulfonic acid (Z)-4-((4R,5S)-5-hydroxy-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl)-but-3-enyl ester 
• 884335-03-9 Toluene-4-sulfonic acid 4-((4R,5S)-5-hydroxy-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl)-but-3-ynyl ester 
• 884335-04-0 (4R,5S)-4-((Z)-4-Azido-but-1-enyl)-3-(4-methoxy-benzyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-5-ol 

Downstream Products

• 884335-15-3 Carbamic acid (3R,4S,4aR,5S)-4-({amino-[(E)-4-methoxy-benzenesulfonylimino]-methyl}-amino)-4a,5-dihydroxy-1-[(E)-4-methoxy-benzenesulfonylimino]-octahydro-pyrrolo[1,2-c]pyrimidin-3-ylmethyl ester 
• 884335-06-2 C₂₄H₃₀N₈O₉S₄ 
• 884335-13-1 Carbamic acid (Z)-(4R,5R)-5-({amino-[(E)-4-methoxy-benzenesulfonylimino]-methyl}-amino)-2-[(Z)-4-methoxy-benzenesulfonylimino]-2,3,4,5,8,9-hexahydro-1H-[1,3]diazonin-4-ylmethyl ester 
• 884335-07-3 C₂₄H₃₂N₈O₇S₃ 
• 950850-14-3 C₂₄H₃₄N₆O₇S₃ 
• 884335-10-8 C₂₃H₃₀N₆O₇S₂ 
• 884335-22-2 N-[1-{(Z)-4-[(4R,5R)-5-Azido-3-(4-methoxy-benzyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide 
• 884335-05-1 N-[1-[(Z)-4-((4R,5R)-5-Azido-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl)-but-3-enylamino]-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide 

Relevant articles and documents

(+)-Saxitoxin: A first and second generation stereoselective synthesis

A stereoselective synthesis of the bis-guanidinium toxin (+)-saxitoxin (STX), the agent infamously associated with red tides and paralytic shellfish poisoning, is described. Our approach to this unique natural product advances through an unusual nine-membered ring guanidine intermediate 39 en route to the tricyclic skeleton that defines STX. The effectiveness of this strategy is notable, as only four steps are needed to transform 39 into the target molecule, including a four-electron alkene oxidation catalyzed by OsCl3. Construction of the critical monocyclic guanidine has been achieved through two channels, the first of which makes use of Rh-catalyzed C-H amination and highlights a novel class of heterocyclic N,O-acetals as iminium ion equivalents for crafting functionalized amines. A second route to 39 relies on a stereoselective acetylide dianion addition to a serine-based nitrone, thereby facilitating the preparation of STX in just 14 linear steps from commercial material.

A synthesis of (+)-saxitoxin

An asymmetric synthesis of the bis-guanidinium poison, (+)-saxitoxin (STX), is described. Commencing from an N,O-acetal starting material made readily available through sulfamate ester C-H amination, the completed route to STX showcases the utility of oxa