(3aR,4R,7aR)-3a,7a-Dihydro-2-Methyl-4-[(1R,2R)-1,2,3-trihydroxypropyl]-4H-pyrano[3,4-d]oxazole-6-carboxylic Acid Methyl Ester

Base Information

• Chemical Name: (3aR,4R,7aR)-3a,7a-Dihydro-2-Methyl-4-[(1R,2R)-1,2,3-trihydroxypropyl]-4H-pyrano[3,4-d]oxazole-6-carboxylic Acid Methyl Ester
• CAS No.: 1072449-83-2
• Molecular Formula: C₁₂H₁₇NO₇
• Molecular Weight: 287.269
• Mol file: 1072449-83-2.mol

Synonyms:

Chemical Property of (3aR,4R,7aR)-3a,7a-Dihydro-2-Methyl-4-[(1R,2R)-1,2,3-trihydroxypropyl]-4H-pyrano[3,4-d]oxazole-6-carboxylic Acid Methyl Ester

Chemical Property:

• Solubility.: Dichloromethane, Methanol

Purity/Quality:

95% ^*data from raw suppliers

(3aR,4R,7aR)-3a,7a-Dihydro-2-methyl-4-[(1R,2R)-1,2,3-trihydroxypropyl]-4H-pyrano[3,4-d]oxazole-6-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

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Useful:

• Uses: (3aR,4R,7aR)-3a,7a-Dihydro-2-methyl-4-[(1R,2R)-1,2,3-trihydroxypropyl]-4H-pyrano[3,4-d]oxazole-6-carboxylic Acid Methyl Ester is an intermediate in the preparation of Neuraminic Acid and its derivatives.

Technology Process of (3aR,4R,7aR)-3a,7a-Dihydro-2-Methyl-4-[(1R,2R)-1,2,3-trihydroxypropyl]-4H-pyrano[3,4-d]oxazole-6-carboxylic Acid Methyl Ester

There total 1 articles about (3aR,4R,7aR)-3a,7a-Dihydro-2-Methyl-4-[(1R,2R)-1,2,3-trihydroxypropyl]-4H-pyrano[3,4-d]oxazole-6-carboxylic Acid Methyl Ester 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:

methyl (3aS,4R,7aR)-4-[(1S,2R)-1,2,3-triacetoxy-propyl]-2-methyl-3a,7a-dihydro-4H-pyrano[3,4-d][1,3]oxazole-6-carboxylate (78850-37-0) → methyl (3aS,4R,7aR)-4-[(1R,2R)-1,2,3-trihydroxy-propyl]-2-methyl-3a,7a-dihydro-4H-pyrano[3,4-d][1,3]oxazole-6-carboxylate (1072449-83-2)

Guidance literature:

With sodium methylate; In methanol; at 20 - 25 ℃; for 0.25h; Product distribution / selectivity;

Reference yield: 76.9%

methyl (3aS,4R,7aR)-4-[(1R,2R)-1,2,3-trihydroxy-propyl]-2-methyl-3a,7a-dihydro-4H-pyrano[3,4-d][1,3]oxazole-6-carboxylate (1072449-83-2) + carbonic acid dimethyl ester (616-38-6) → methyl (3aS,4R,7aR)-4-{(S)-hydroxy-((4R)-2-oxo-1,3-dioxolan-4-yl)methyl}-2-methyl-3a,7a-dihydro-4H-pyrano[3,4-d][1,3]oxazole-6-carboxylate (1072449-84-3)

Guidance literature:

In methanol; at 25 - 55 ℃; for 6h; Product distribution / selectivity;

upstream raw materials:

methyl (3aS,4R,7aR)-4-[(1S,2R)-1,2,3-triacetoxy-propyl]-2-methyl-3a,7a-dihydro-4H-pyrano[3,4-d][1,3]oxazole-6-carboxylate

Downstream raw materials:

methyl (3aS,4R,7aR)-4-{(S)-hydroxy-((4R)-2-oxo-1,3-dioxolan-4-yl)methyl}-2-methyl-3a,7a-dihydro-4H-pyrano[3,4-d][1,3]oxazole-6-carboxylate

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