benzyl 2-(4-methoxyphenyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

Base Information

• Chemical Name: benzyl 2-(4-methoxyphenyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate
• CAS No.: 914389-32-5
• Molecular Formula: C₂₁H₂₂N₂O₄
• Molecular Weight: 366.417
• Mol file: 914389-32-5.mol

Synonyms:(+/-)-5-benzyloxycarbonyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3,4]octan-1-one

Chemical Property of benzyl 2-(4-methoxyphenyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

Chemical Property:

• Vapor Pressure: 5.03E-15mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-(4-methoxyphenyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

There total 4 articles about benzyl 2-(4-methoxyphenyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate 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: 37.0%

(S)-benzyloxycarbonyl-proline acid chloride (61350-60-5,61350-62-7,89705-40-8,106709-50-6) + 1,3,5-tris(4-methoxyphenyl)-1,3,5-triazinane (32752-37-7) → (+/-)-5-benzyloxycarbonyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3,4]octan-1-one (914389-32-5)

Guidance literature:

(S)-benzyloxycarbonyl-proline acid chloride; With triethylamine; In dichloromethane; at -40 ℃; for 0.75h;

1,3,5-tris(4-methoxyphenyl)-1,3,5-triazinane; With boron trifluoride diethyl etherate; In dichloromethane; at -40 - 20 ℃;

Reference yield:

2-oxomethylene-pyrrolidine-1-carboxylic acid benzyl ester + 1,3,5-tris(4-methoxyphenyl)-1,3,5-triazinane (32752-37-7) → (+/-)-5-benzyloxycarbonyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3,4]octan-1-one (914389-32-5)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -40 - 20 ℃; for 12h;

DOI:10.1021/jo061189l

Reference yield:

4-methoxy-aniline (104-94-9) → (+/-)-5-benzyloxycarbonyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3,4]octan-1-one (914389-32-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ethyl acetate; H₂O / 2 h / 0 °C

2: BF₃*Et₂O / CH₂Cl₂ / 12 h / -40 - 20 °C

With boron trifluoride diethyl etherate; In dichloromethane; water; ethyl acetate;

DOI:10.1021/jo061189l

upstream raw materials:

1,3,5-tris(4-methoxyphenyl)-1,3,5-triazinane

(S)-benzyloxycarbonyl-proline acid chloride

4-methoxy-aniline

Downstream raw materials:

(R)-2-({[(R)-1-Benzyloxycarbonyl-2-({[(R)-1-benzyloxycarbonyl-2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

(R)-2-({[(R)-1-Benzyloxycarbonyl-2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

(4R)-2-[3-aza-4-(benzyloxycarbonyl)-2-oxobutyl]-5-[(2S)-1-tert-butoxycarbonylpyrrolidin-2-ylcarbonyl]-2,5-diazaspiro[3,4]octan-1-one

(4R)-2-[(benzyloxycarbonyl)methyl]-5-[(2S)-1-tert-butoxycarbonylpyrrolidin-2-ylcarbonyl]-2,5-diazaspiro[3,4]octan-1-one