(2S,4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-1,2,4-tricarboxylic acid 1-benzyl ester 2-tert-butyl ester

Base Information

• Chemical Name: (2S,4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-1,2,4-tricarboxylic acid 1-benzyl ester 2-tert-butyl ester
• CAS No.: 526223-00-7
• Molecular Formula: C₃₃H₃₄N₂O₈
• Molecular Weight: 586.642
• Mol file: 526223-00-7.mol

Synonyms:(2S,4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-1,2,4-tricarboxylic acid 1-benzyl ester 2-tert-butyl ester

Chemical Property of (2S,4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-1,2,4-tricarboxylic acid 1-benzyl ester 2-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-1,2,4-tricarboxylic acid 1-benzyl ester 2-tert-butyl ester

There total 5 articles about (2S,4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-1,2,4-tricarboxylic acid 1-benzyl ester 2-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:

C36H42N2O8Si → (2S,4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-1,2,4-tricarboxylic acid 1-benzyl ester 2-tert-butyl ester (526223-00-7)

Guidance literature:

With hydrogenchloride; In ethyl acetate; pH=2;

DOI:10.1021/ja0293958

Reference yield:

(3S,5S)-1-((benzyloxy)carbonyl)-5-(tert-butoxycarbonyl)-3-aminopyrrolidine-3-carboxylic acid (526222-99-1) → (2S,4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-1,2,4-tricarboxylic acid 1-benzyl ester 2-tert-butyl ester (526223-00-7)

Guidance literature:

Multi-step reaction with 3 steps

1: diisopropylethylamine / CH₂Cl₂ / 1.5 h / 20 °C / Heating

2: diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

3: aq. HCl / ethyl acetate / pH 2

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; ethyl acetate;

DOI:10.1021/ja0293958

Reference yield:

(5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylic acid 7-benzyl ester 8-tert-butyl ester (526222-96-8) → (2S,4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-1,2,4-tricarboxylic acid 1-benzyl ester 2-tert-butyl ester (526223-00-7)

Guidance literature:

Multi-step reaction with 5 steps

1: DMAP / tetrahydrofuran / 1.5 h

2: 8.24 g / aq. KOH / tetrahydrofuran / 0.42 h / 20 °C

3: diisopropylethylamine / CH₂Cl₂ / 1.5 h / 20 °C / Heating

4: diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

5: aq. HCl / ethyl acetate / pH 2

With hydrogenchloride; dmap; potassium hydroxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1021/ja0293958

upstream raw materials:

(3S,5S)-1-((benzyloxy)carbonyl)-5-(tert-butoxycarbonyl)-3-aminopyrrolidine-3-carboxylic acid

(5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylic acid 7-benzyl ester 8-tert-butyl ester

(5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-1,3,7,8-tetracarboxylic acid 7-benzyl ester 1,3,8-tri-tert-butyl ester

Downstream raw materials:

C₂₃H₂₂N₄O₇

C₃₁H₃₈N₄O₇

C₅₃H₅₆N₈O₁₆

C₂₉H₃₈N₈O₁₀