2-(4-{(S)-2-[((1R,2R)-2-Carboxy-cyclohexanecarbonyl)-amino]-2-pentylcarbamoyl-ethyl}-phenoxy)-malonic acid dibenzyl ester

Base Information

• Chemical Name: 2-(4-{(S)-2-[((1R,2R)-2-Carboxy-cyclohexanecarbonyl)-amino]-2-pentylcarbamoyl-ethyl}-phenoxy)-malonic acid dibenzyl ester
• CAS No.: 1026905-91-8
• Molecular Formula: C₃₉H₄₆N₂O₉
• Molecular Weight: 686.802
• Mol file: 1026905-91-8.mol

Synonyms:2-(4-{(S)-2-[((1R,2R)-2-Carboxy-cyclohexanecarbonyl)-amino]-2-pentylcarbamoyl-ethyl}-phenoxy)-malonic acid dibenzyl ester

Chemical Property of 2-(4-{(S)-2-[((1R,2R)-2-Carboxy-cyclohexanecarbonyl)-amino]-2-pentylcarbamoyl-ethyl}-phenoxy)-malonic acid dibenzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-{(S)-2-[((1R,2R)-2-Carboxy-cyclohexanecarbonyl)-amino]-2-pentylcarbamoyl-ethyl}-phenoxy)-malonic acid dibenzyl ester

There total 4 articles about 2-(4-{(S)-2-[((1R,2R)-2-Carboxy-cyclohexanecarbonyl)-amino]-2-pentylcarbamoyl-ethyl}-phenoxy)-malonic acid dibenzyl 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:

(1R,2R)-(-)-trans-cyclohexane-1,2-dicarboxylic acid (46022-05-3) + dibenzyl 2-{4-[(2S)-2-amino-3-oxo-3-(pentylamino)propyl]phenoxy}malonate hydrochloride → 2-(4-{(S)-2-[((1R,2R)-2-Carboxy-cyclohexanecarbonyl)-amino]-2-pentylcarbamoyl-ethyl}-phenoxy)-malonic acid dibenzyl ester (1026905-91-8)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃;

DOI:10.1021/jm010393s

Reference yield:

Boc-Tyr-OH (3978-80-1) → 2-(4-{(S)-2-[((1R,2R)-2-Carboxy-cyclohexanecarbonyl)-amino]-2-pentylcarbamoyl-ethyl}-phenoxy)-malonic acid dibenzyl ester (1026905-91-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide / CH₂Cl₂ / 23 h / 20 °C

2: 35 percent / K₂CO₃ / acetone / 20 °C

3: 98 percent / AcOH; HCl / 2 h / 20 °C

4: EDC / CH₂Cl₂ / 20 °C

With hydrogenchloride; potassium carbonate; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; acetone;

DOI:10.1021/jm010393s

Reference yield:

dibenzyl 2-{4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]phenoxy}malonate (221077-07-2) → 2-(4-{(S)-2-[((1R,2R)-2-Carboxy-cyclohexanecarbonyl)-amino]-2-pentylcarbamoyl-ethyl}-phenoxy)-malonic acid dibenzyl ester (1026905-91-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / AcOH; HCl / 2 h / 20 °C

2: EDC / CH₂Cl₂ / 20 °C

With hydrogenchloride; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane;

DOI:10.1021/jm010393s

upstream raw materials:

(1R,2R)-(-)-trans-cyclohexane-1,2-dicarboxylic acid

Boc-Tyr-OH

dibenzyl 2-bromomalonate

dibenzyl 2-{4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]phenoxy}malonate

Refernces