(S)-tert-butyl-2-(4-iodo-2-(methoxycarbonyl)phenylcarbamoyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-tert-butyl-2-(4-iodo-2-(methoxycarbonyl)phenylcarbamoyl)pyrrolidine-1-carboxylate
• CAS No.: 1408097-77-7
• Molecular Formula: C₁₈H₂₃IN₂O₅
• Molecular Weight: 474.296
• Mol file: 1408097-77-7.mol

Synonyms:(S)-tert-butyl-2-(4-iodo-2-(methoxycarbonyl)phenylcarbamoyl)pyrrolidine-1-carboxylate

Chemical Property of (S)-tert-butyl-2-(4-iodo-2-(methoxycarbonyl)phenylcarbamoyl)pyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl-2-(4-iodo-2-(methoxycarbonyl)phenylcarbamoyl)pyrrolidine-1-carboxylate

There total 2 articles about (S)-tert-butyl-2-(4-iodo-2-(methoxycarbonyl)phenylcarbamoyl)pyrrolidine-1-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: 88.0%

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) + methyl 2-amino-5-iodobenzoate (77317-55-6) → (S)-tert-butyl-2-(4-iodo-2-(methoxycarbonyl)phenylcarbamoyl)pyrrolidine-1-carboxylate (1408097-77-7)

Guidance literature:

1-(tert-butoxycarbonyl)-L-proline; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at 0 ℃; for 1.5h; Inert atmosphere;

methyl 2-amino-5-iodobenzoate; In tetrahydrofuran; at 0 - 20 ℃; for 51h; Inert atmosphere; Reflux;

DOI:10.1039/c2ob26132d

Reference yield:

2-amino-5-iodobenzoic acid (5326-47-6) → (S)-tert-butyl-2-(4-iodo-2-(methoxycarbonyl)phenylcarbamoyl)pyrrolidine-1-carboxylate (1408097-77-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 7 h / 20 °C / Inert atmosphere; Reflux

2: trichlorophosphate; pyridine / 0.5 h / -10 - 5 °C / Inert atmosphere

With pyridine; sulfuric acid; trichlorophosphate;

DOI:10.1007/s11172-019-2416-4

Reference yield: 95.0%

(S)-tert-butyl-2-(4-iodo-2-(methoxycarbonyl)phenylcarbamoyl)pyrrolidine-1-carboxylate (1408097-77-7) + calcium carbide (75-20-7) → dimethyl 3,3'-ethyne-1,2-diylbis[6-(N-tert-butoxycarbonyl-L-prolinoylamino)benzoate]

Guidance literature:

With copper(l) iodide; water; palladium diacetate; triethylamine; triphenylphosphine; In acetonitrile; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1007/s11172-019-2416-4

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

methyl 2-amino-5-iodobenzoate

2-amino-5-iodobenzoic acid

Downstream raw materials:

C₃₀H₃₄I₂N₄O₇

C₂₅H₂₆I₂N₄O₅

C₂₉H₃₂I₂N₄O₇

C₃₀H₃₄I₂N₄O₇