pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-(4-phenylacetoxy-benzyl) ester

Base Information

• Chemical Name: pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-(4-phenylacetoxy-benzyl) ester
• CAS No.: 479494-08-1
• Molecular Formula: C₂₅H₂₉NO₆
• Molecular Weight: 439.508
• Mol file: 479494-08-1.mol

Synonyms:pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-(4-phenylacetoxy-benzyl) ester

Chemical Property of pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-(4-phenylacetoxy-benzyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-(4-phenylacetoxy-benzyl) ester

There total 1 articles about pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-(4-phenylacetoxy-benzyl) 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: 89.0%

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) + 4-(hydroxymethyl)phenyl 2-phenylacetate (192999-56-7) → pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-(4-phenylacetoxy-benzyl) ester (479494-08-1)

Guidance literature:

With dmap; diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1002/1521-3765(20020802)8:15<3362::AID-CHEM3362>3.0.CO;2-0

Reference yield: 98.0%

pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-(4-phenylacetoxy-benzyl) ester (479494-08-1) → (S)-Pyrrolidine-2-carboxylic acid 4-phenylacetoxy-benzyl ester; hydrochloride

Guidance literature:

With hydrogenchloride; In diethyl ether; dichloromethane; at 0 - 20 ℃; for 1.75h;

DOI:10.1002/1521-3765(20020802)8:15<3362::AID-CHEM3362>3.0.CO;2-0

Reference yield:

pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-(4-phenylacetoxy-benzyl) ester (479494-08-1) → (S)-1-((S)-2-tert-Butoxycarbonylamino-propionyl)-pyrrolidine-2-carboxylic acid 4-phenylacetoxy-benzyl ester (330970-69-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / HCl / diethyl ether; CH₂Cl₂ / 1.75 h / 0 - 20 °C

2: 87 percent / 1-hydroxybenzotriazole; N,N'-diisopropylcarbodiimide; Et₃N / CH₂Cl₂ / 16 h / 20 °C

With hydrogenchloride; benzotriazol-1-ol; triethylamine; diisopropyl-carbodiimide; In diethyl ether; dichloromethane;

DOI:10.1002/1521-3765(20020802)8:15<3362::AID-CHEM3362>3.0.CO;2-0

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

4-(hydroxymethyl)phenyl 2-phenylacetate

Downstream raw materials:

(S)-1-((S)-2-tert-Butoxycarbonylamino-propionyl)-pyrrolidine-2-carboxylic acid 4-phenylacetoxy-benzyl ester