5-Benzyloxyoxalyl-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 5-Benzyloxyoxalyl-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester
• CAS No.: 135145-04-9
• Molecular Formula: C₂₃H₂₇NO₇
• Molecular Weight: 429.47
• Mol file: 135145-04-9.mol

Synonyms:5-Benzyloxyoxalyl-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

Chemical Property of 5-Benzyloxyoxalyl-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 5-Benzyloxyoxalyl-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

There total 4 articles about 5-Benzyloxyoxalyl-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl 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: 86.0%

benzylglyoxylate (52709-42-9) + tert-butyl 3-(2-methoxycarbonylethyl)-4-methylpyrrole-2-carboxylate (42419-19-2) → 5-Benzyloxyoxalyl-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester (135145-04-9) + Benzyl α-Hydroxy-α-(5-(tert-butoxycarbonyl)-4-(2'-(methoxycarbonyl)ethyl)-3-methylpyrrol-2-yl)acetate (135145-02-7)

Guidance literature:

With zinc(II) chloride; In dichloromethane; for 8h; Ambient temperature;

DOI:10.1021/jo00017a017

Reference yield:

t-butyl 5-iodo-3-(2-methoxycarbonylethyl)-4-methylpyrrole-2-carboxylate (31837-48-6) → 5-Benzyloxyoxalyl-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester (135145-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / H₂, MgO / PtO₂ / methanol / 2585.7 Torr

2: ZnCl₂ / CH₂Cl₂ / 8 h / Ambient temperature

With hydrogen; magnesium oxide; zinc(II) chloride; platinum(IV) oxide; In methanol; dichloromethane;

DOI:10.1021/jo00017a017

Reference yield:

dibenzyl (2R,3R)-2,3-dihydroxybutanedioate (622-00-4) → 5-Benzyloxyoxalyl-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester (135145-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / periodic acid dihydrate / diethyl ether / 0.25 h / Ambient temperature

2: ZnCl₂ / CH₂Cl₂ / 8 h / Ambient temperature

With periodic acid; zinc(II) chloride; In diethyl ether; dichloromethane;

DOI:10.1021/jo00017a017

upstream raw materials:

benzylglyoxylate

tert-butyl 3-(2-methoxycarbonylethyl)-4-methylpyrrole-2-carboxylate

dibenzyl (2R,3R)-2,3-dihydroxybutanedioate

t-butyl 5-iodo-3-(2-methoxycarbonylethyl)-4-methylpyrrole-2-carboxylate