401612-70-2

Basic information

• Product Name: Acetic acid (2S,4S,5R,6R)-5-azido-2-(3,4-dimethoxy-phenyl)-2-methoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-4-yl ester
• CAS NO: 401612-70-2
• Molecular Weight: 567.55
• Mol File: 401612-70-2.mol

Chemical Properties

• CAS DataBase Reference: Acetic acid (2S,4S,5R,6R)-5-azido-2-(3,4-dimethoxy-phenyl)-2-methoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-4-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (2S,4S,5R,6R)-5-azido-2-(3,4-dimethoxy-phenyl)-2-methoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-4-yl ester(401612-70-2)
• EPA Substance Registry System: Acetic acid (2S,4S,5R,6R)-5-azido-2-(3,4-dimethoxy-phenyl)-2-methoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-4-yl ester(401612-70-2)

Safety Data

• Hazardous Substances Data: 401612-70-2(Hazardous Substances Data)

Upstream product

• 401612-67-7 (1R,2R,3S,5S,7S)-5-(3,4-Dimethoxy-phenyl)-7-((R)-2,2,4,4-tetraisopropyl-[1,3,5,2,4]trioxadisilepan-6-yl)-6,8-dioxa-bicyclo[3.2.1]octane-2,3-diol 
• 401612-65-5 (1R,2R,3S,5S,7S)-2-Azido-5-(3,4-dimethoxy-phenyl)-7-((R)-2,2,4,4-tetraisopropyl-[1,3,5,2,4]trioxadisilepan-6-yl)-6,8-dioxa-bicyclo[3.2.1]octan-3-ol 
• 401612-68-8 (1R,2S,4S,6S,8S)-6-(3,4-Dimethoxy-phenyl)-8-((R)-2,2,4,4-tetraisopropyl-[1,3,5,2,4]trioxadisilepan-6-yl)-3,7,9-trioxa-tricyclo[4.2.1.0^2,4]nonane 
• 401612-69-9 (1R,2R,3S,5R,7R)-7-((R)-1,2-Dihydroxy-ethyl)-5-(3,4-dimethoxy-phenyl)-6,8-dioxa-bicyclo[3.2.1]octane-2,3-diol 
• 325794-21-6 Acetic acid (1S,2S,3R,5R,7R)-7-[(R)-1-acetoxy-2-(toluene-4-sulfonyloxy)-ethyl]-5-(3,4-dimethoxy-phenyl)-3-(toluene-4-sulfonyloxy)-6,8-dioxa-bicyclo[3.2.1]oct-2-yl ester 
• 325794-15-8 Acetic acid (1S,2R,3S,5R,7R)-2-acetoxy-7-((R)-1,2-diacetoxy-ethyl)-5-(3,4-dimethoxy-phenyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester 
• 325794-16-9 (1R,2R,3R,5R,7R)-7-((R)-1,2-Dihydroxy-ethyl)-5-(3,4-dimethoxy-phenyl)-6,8-dioxa-bicyclo[3.2.1]octane-2,3-diol 
• 325794-19-2 (4R,5R)-2-(3-Bromo-propyl)-2-(3,4-dimethoxy-phenyl)-4,5-divinyl-[1,3]dioxolane 
• 325794-18-1 (4R,5R)-2-Allyl-2-(3,4-dimethoxy-phenyl)-4,5-divinyl-[1,3]dioxolane 
• 325794-17-0 (1R,5R,7R)-5-(3,4-Dimethoxy-phenyl)-7-vinyl-6,8-dioxa-bicyclo[3.2.1]oct-2-ene 
• 105174-48-9 4-Brom-3',4'-dimethoxybutyrophenon 
• 91-16-7 1,2-dimethoxybenzene 

Relevant articles and documents

Synthesis of sialic acids via desymmetrization by ring-closing metathesis.

Formal total syntheses of the naturally occurring deaminated sialic acids KDN (2), a potential oncofetal antigen, and N-acetylneuraminic acid (Neu5Ac, 1), the most naturally abundant sialic acid, have been accomplished in 46% and 9.3% overall yield, respectively, via a novel ketalization/ring-closing metathesis sequence. The rapid introduction of all oxygen and nitrogen functionality in a completely stereocontrolled manner exploited a rigid 6,8-dioxabicyclo[3.2.1]oct-2-ene template. The 2,7-anhydro-KDN derivative 40 served as an advanced intermediate in each of the two syntheses.

Formal synthesis of (-)-N-acetylneuraminic acid (Neu5Ac) via desymmetrization by ring-closing metathesis

A formal total synthesis of (-)-N-acetylneuraminic acid (Neu5Ac), the most naturally abundant sialic acid, has been accomplished using a rigid 6,8-dioxabicyclo[3.2.1]octane template for stereoselective introduction of all oxygen and nitrogen functionality