(2R,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(hydroxymethyl)-1-methylpyrrolidine-3,4-diol

Base Information

• Chemical Name: (2R,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(hydroxymethyl)-1-methylpyrrolidine-3,4-diol
• CAS No.: 1101869-66-2
• Molecular Formula: C₁₄H₂₁NO₅
• Molecular Weight: 283.324
• Mol file: 1101869-66-2.mol

Synonyms:(2R,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(hydroxymethyl)-1-methylpyrrolidine-3,4-diol

Chemical Property of (2R,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(hydroxymethyl)-1-methylpyrrolidine-3,4-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (2R,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(hydroxymethyl)-1-methylpyrrolidine-3,4-diol

There total 5 articles about (2R,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(hydroxymethyl)-1-methylpyrrolidine-3,4-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: 95.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (2R,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol (1101869-65-1) → (2R,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(hydroxymethyl)-1-methylpyrrolidine-3,4-diol (1101869-66-2)

Guidance literature:

With palladium dihydroxide; hydrogen; In methanol; water; at 20 ℃;

DOI:10.1016/j.bmc.2008.10.063

Reference yield: 85.0%

(2R,3R,4R,5R)-2-(benzyloxymethyl)-5-(3,4-dimethoxyphenyl)-1-methylpyrrolidine-3,4-diol (1214915-03-3) → (2R,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(hydroxymethyl)-1-methylpyrrolidine-3,4-diol (1101869-66-2)

Guidance literature:

With hydrogen; palladium dichloride; In ethanol; at 20 ℃; for 12h;

DOI:10.1016/j.tet.2009.12.035

Reference yield: 80.0%

(2R,3R,4R,5S)-2-(acetoxymethyl)-1-(benzyloxycarbonyl)-5-(3,4-dimethoxyphenyl)pyrrolidine-3,4-diyl diacetate → (2R,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(hydroxymethyl)-1-methylpyrrolidine-3,4-diol (1101869-66-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Reflux; Inert atmosphere;

DOI:10.1021/acs.joc.5b02275

upstream raw materials:

formaldehyd

(2R,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol

(2R,3R,4R,5R)-2-(benzyloxymethyl)-5-(3,4-dimethoxyphenyl)-1-methylpyrrolidine-3,4-diol