(2R,3S,4S,5S)-bis<(methoxymethyl)oxy>-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine

Base Information

• Chemical Name: (2R,3S,4S,5S)-bis<(methoxymethyl)oxy>-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine
• CAS No.: 99878-83-8
• Molecular Formula: C₁₇H₂₇NO₅
• Molecular Weight: 325.405

Synonyms:(2R,3S,4S,5S)-bis<(methoxymethyl)oxy>-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine

Chemical Property of (2R,3S,4S,5S)-bis<(methoxymethyl)oxy>-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine

Chemical Property:

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Technology Process of (2R,3S,4S,5S)-bis<(methoxymethyl)oxy>-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine

There total 13 articles about (2R,3S,4S,5S)-bis<(methoxymethyl)oxy>-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine 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: 90.0%

(2R,3S,4S,5S)-N-<(benzyloxy)carbonyl>-3,4-bis<(methoxymethyl)oxy>-2-(p-methoxyphenyl)-5-methylpyrrolidine (108082-42-4) → (2R,3S,4S,5S)-bis<(methoxymethyl)oxy>-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine (99878-83-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 3h; Heating;

DOI:10.1021/jo00386a012

Reference yield: 50.0%

(3R,4S,5R)-5-<<(benzyloxy)carbonyl>amino>-3,4-bis<(methoxymethyl)oxy>-5-(p-methoxyphenyl)pentan-2-one (108082-43-5) → (2R,3S,4S,5S)-bis<(methoxymethyl)oxy>-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine (99878-83-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 48h; under 760 Torr;

DOI:10.1021/jo00386a012

Reference yield:

(1R,2S,3S)-4-(benzyloxy)-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-1-(1,3-dioxo-2-azindan-2-yl)butane (99878-65-6) → (2R,3S,4S,5S)-bis<(methoxymethyl)oxy>-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine (99878-83-8)

Guidance literature:

Multistep reaction;

DOI:10.1016/S0040-4039(00)85220-X

upstream raw materials:

formaldehyd

(2R,3S,4S,5S)-3,4-Bis-methoxymethoxy-2-(4-methoxy-phenyl)-5-methyl-pyrrolidine

(1R,2S,3S)-4-(benzyloxy)-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-1-(1,3-dioxo-2-azindan-2-yl)butane

(3R,4S,5R)-5-<<(benzyloxy)carbonyl>amino>-3,4-bis<(methoxymethyl)oxy>-5-(p-methoxyphenyl)pentan-2-one

Downstream raw materials:

(+)-codopsinine

(2R,3S,4S,5S)-3,4-dihydroxy-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine

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