(2S,5S)-N-(methoxycarbonyl)-5-(hydroxymethyl)-2-(p-methoxyphenyl)-3-pyrroline

Base Information

• Chemical Name: (2S,5S)-N-(methoxycarbonyl)-5-(hydroxymethyl)-2-(p-methoxyphenyl)-3-pyrroline
• CAS No.: 223595-49-1
• Molecular Formula: C₁₄H₁₇NO₄
• Molecular Weight: 263.293

Synonyms:(2S,5S)-N-(methoxycarbonyl)-5-(hydroxymethyl)-2-(p-methoxyphenyl)-3-pyrroline

Chemical Property of (2S,5S)-N-(methoxycarbonyl)-5-(hydroxymethyl)-2-(p-methoxyphenyl)-3-pyrroline

Chemical Property:

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Technology Process of (2S,5S)-N-(methoxycarbonyl)-5-(hydroxymethyl)-2-(p-methoxyphenyl)-3-pyrroline

There total 8 articles about (2S,5S)-N-(methoxycarbonyl)-5-(hydroxymethyl)-2-(p-methoxyphenyl)-3-pyrroline 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: 85.0%

(2RS,5S)-N-(methoxycarbonyl)-5-(trityloxymethyl)-2-(p-methoxyphenyl)-3-pyrroline (304850-92-8) → (2S,5S)-N-(methoxycarbonyl)-5-(hydroxymethyl)-2-(p-methoxyphenyl)-3-pyrroline (223595-49-1) + (2R,5S)-N-(methoxycarbonyl)-5-(hydroxymethyl)-2-(p-methoxyphenyl)-3-pyrroline

Guidance literature:

With zinc dibromide; In methanol; dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1021/ol005762d

Reference yield: 74.0%

(2S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-(4-methoxy-phenyl)-2,5-dihydro-pyrrole-1-carboxylic acid methyl ester (223595-46-8) → (2S,5S)-N-(methoxycarbonyl)-5-(hydroxymethyl)-2-(p-methoxyphenyl)-3-pyrroline (223595-49-1)

Guidance literature:

With pyridine; hydrogen fluoride; In tetrahydrofuran; at 20 ℃; for 72h;

DOI:10.1016/S0040-4039(99)00151-3

Reference yield: 70.0%

(2S,5S)-2-(4-Methoxy-phenyl)-5-trityloxymethyl-2,5-dihydro-pyrrole-1-carboxylic acid methyl ester (223595-47-9) → (2S,5S)-N-(methoxycarbonyl)-5-(hydroxymethyl)-2-(p-methoxyphenyl)-3-pyrroline (223595-49-1)

Guidance literature:

With formic acid; In ethyl acetate;

DOI:10.1016/S0040-4039(99)00151-3

upstream raw materials:

(2S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-(4-methoxy-phenyl)-2,5-dihydro-pyrrole-1-carboxylic acid methyl ester

(2S,5S)-2-(4-Methoxy-phenyl)-5-trityloxymethyl-2,5-dihydro-pyrrole-1-carboxylic acid methyl ester

(2RS,5S)-N-(methoxycarbonyl)-5-(trityloxymethyl)-2-(p-methoxyphenyl)-3-pyrroline

4-methoxybenzenediazonium tetrafluoroborate

Downstream raw materials:

(2S,5S)-2-Methanesulfonyloxymethyl-5-(4-methoxy-phenyl)-2,5-dihydro-pyrrole-1-carboxylic acid methyl ester

(1S,2R,4R,5R)-2-Hydroxymethyl-4-(4-methoxy-phenyl)-6-oxa-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid methyl ester

2,5-dideoxy-2,5-imino-D-mannitol

(2R,3R,4R,5R)-3,4-Dihydroxy-2-hydroxymethyl-5-(4-methoxy-phenyl)-pyrrolidine-1-carboxylic acid methyl ester

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