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

Base Information

• Chemical Name: (2S,3S,4S,5R)-3,4-dihydroxy-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine (codonopsinine stereoisomer 1d)
• CAS No.: 108210-85-1
• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.299

Synonyms:(2S,3S,4S,5R)-3,4-dihydroxy-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine (codonopsinine stereoisomer 1d)

Chemical Property of (2S,3S,4S,5R)-3,4-dihydroxy-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine (codonopsinine stereoisomer 1d)

Chemical Property:

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Technology Process of (2S,3S,4S,5R)-3,4-dihydroxy-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine (codonopsinine stereoisomer 1d)

There total 95 articles about (2S,3S,4S,5R)-3,4-dihydroxy-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine (codonopsinine stereoisomer 1d) 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%

(2R,3S,4S,5S)-bis<(methoxymethyl)oxy>-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine (99878-83-8) → (2R,3S,4S,5S)-3,4-dihydroxy-2-(p-methoxyphenyl)-1,5-dimethylpyrrolidine (32490-07-6,100100-39-8,108210-83-9,108210-84-0,108210-85-1)

Guidance literature:

With hydrogenchloride; In methanol; at 50 ℃; for 2.5h;

DOI:10.1021/jo00386a012

Reference yield: 97.0%

(2R,3R,4R,5R)-4-Methoxymethoxy-5-(4-methoxy-phenyl)-1,2-dimethyl-pyrrolidin-3-ol (521916-64-3) → (R,R,R,R)-N(1)-methyl-2-(4'-methoxyphenyl)-3-hydroxy-4-hydroxy-5-methylpyrroli (100100-39-8,108210-83-9,108210-84-0,108210-85-1,32490-07-6)

Guidance literature:

With hydrogenchloride; In methanol; at 50 ℃;

Reference yield: 90.0%

(2R,3R,4R,5R)-2-(4-methoxyphenyl)-1,5-dimethylpyrrolidine-3,4-diyl diacetate → (R,R,R,R)-N(1)-methyl-2-(4'-methoxyphenyl)-3-hydroxy-4-hydroxy-5-methylpyrroli (100100-39-8,108210-83-9,108210-84-0,108210-85-1,32490-07-6)

Guidance literature:

With methanol; sodium methylate; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2019.02.021

upstream raw materials:

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

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

(2R,3S,4S,5R)-3,4-bis<(methoxymethyl)oxy>-5-(p-methoxyphenyl)-5-(1,3-dioxo-2-azidan-2-yl)-2-pentanol

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

Downstream raw materials:

(2R,3R,4R,5S)-2-(4-methoxyphenyl)-1,5-dimethylpyrrolidine-3,4-diyl diacetate

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