(2S,4aR,7R,8R,8aR)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

Base Information

• Chemical Name: (2S,4aR,7R,8R,8aR)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol
• CAS No.: 185754-26-1
• Molecular Formula: C₁₅H₂₀O₇
• Molecular Weight: 312.32

Synonyms:(2S,4aR,7R,8R,8aR)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

Chemical Property of (2S,4aR,7R,8R,8aR)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

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Technology Process of (2S,4aR,7R,8R,8aR)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

There total 4 articles about (2S,4aR,7R,8R,8aR)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol 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: 98.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + methyl α-D-galactopyranoside (3396-99-4) → (2S,4aR,7R,8R,8aR)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol (185754-26-1)

Guidance literature:

With pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1016/S0040-4020(96)00953-2

Reference yield: 83.0%

4-methoxy-benzaldehyde (123-11-5) + methyl α-D-galactopyranoside (3396-99-4) → (2S,4aR,7R,8R,8aR)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol (185754-26-1)

Guidance literature:

With vanadyl triflate; In methanol; acetonitrile; at 20 ℃; for 48h;

DOI:10.1021/ol051178z

Reference yield: 70.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + methyl beta-D-galactopyranoside (1824-94-8) → (2S,4aR,7R,8R,8aR)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol (185754-26-1)

Guidance literature:

With perchloric acid adsorbed on silica gel; In PEG 600; at 20 ℃; for 6h;

DOI:10.1080/07328303.2011.585260

upstream raw materials:

p-Anisaldehyde dimethyl acetal

methyl α-D-galactopyranoside

4-methoxy-benzaldehyde

methyl beta-D-galactopyranoside

Downstream raw materials:

methyl 2,3-di-O-benzoyl-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

methyl 2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-α-D-galactopyranoside

methyl 4-amino-2,3-di-O-benzoyl-4-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside

methyl 4-azido-2,3-di-O-benzoyl-4-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside

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