(2R,4aR,6S,7R,8R,8aS)-6-methoxy-2-(4-nitrophenyl)hexahydropyrano[3,2-d][1,3]dioxin-7,8-diole

Base Information

Chemical Name:(2R,4aR,6S,7R,8R,8aS)-6-methoxy-2-(4-nitrophenyl)hexahydropyrano[3,2-d][1,3]dioxin-7,8-diole
CAS No.:395082-99-2
Molecular Formula:C₁₄H₁₇NO₈
Molecular Weight:327.291
Hs Code.:

Synonyms:(2R,4aR,6S,7R,8R,8aS)-6-methoxy-2-(4-nitrophenyl)hexahydropyrano[3,2-d][1,3]dioxin-7,8-diole

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Chemical Property of (2R,4aR,6S,7R,8R,8aS)-6-methoxy-2-(4-nitrophenyl)hexahydropyrano[3,2-d][1,3]dioxin-7,8-diole

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Technology Process of (2R,4aR,6S,7R,8R,8aS)-6-methoxy-2-(4-nitrophenyl)hexahydropyrano[3,2-d][1,3]dioxin-7,8-diole

There total 2 articles about (2R,4aR,6S,7R,8R,8aS)-6-methoxy-2-(4-nitrophenyl)hexahydropyrano[3,2-d][1,3]dioxin-7,8-diole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 44.0%

: 555-16-8
4-nitrobenzaldehdye

: 97-30-3
methyl-alpha-D-glucopyranoside

: 395082-99-2
(2R,4aR,6S,7R,8R,8aS)-6-methoxy-2-(4-nitrophenyl)hexahydropyrano[3,2-d][1,3]dioxin-7,8-diole

Guidance literature:: With sulfuric acid; In dimethyl sulfoxide; at 20 ℃; for 240h;
DOI:10.1021/ja012585i

Reference yield:

: 50256-48-9
methyl 4,6-O-methylidene-α-D-glucopyranoside

: 555-16-8
4-nitrobenzaldehdye

: 395082-99-2
(2R,4aR,6S,7R,8R,8aS)-6-methoxy-2-(4-nitrophenyl)hexahydropyrano[3,2-d][1,3]dioxin-7,8-diole

Guidance literature:: methyl 4,6-O-methylidene-α-D-glucopyranoside; 4-nitrobenzaldehdye; With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; toluene; at 145 ℃; for 12h; Dean-Stark; Inert atmosphere;

With calcium carbonate; In dichloromethane; Inert atmosphere;
DOI:10.1002/chem.201600790

Reference yield: 99.0%

: 22979-35-7
Methyl phenyldiazoacetate

: 395082-99-2
(2R,4aR,6S,7R,8R,8aS)-6-methoxy-2-(4-nitrophenyl)hexahydropyrano[3,2-d][1,3]dioxin-7,8-diole

: C₂₃H₂₅NO₁₀

Guidance literature:: With dirhodium tetraacetate; In 1,2-dichloro-ethane; at 20 ℃; for 0.166667h; stereoselective reaction; Inert atmosphere; Schlenk technique; Molecular sieve;
DOI:10.1021/jacs.9b11262