N-<2-(Methyldiphenylphosphonio)ethoxycarbonyl>valyl-prolyl-isoleucin-tert-butylester-iodid

Base Information

• Chemical Name: N-<2-(Methyldiphenylphosphonio)ethoxycarbonyl>valyl-prolyl-isoleucin-tert-butylester-iodid
• CAS No.: 86040-77-9
• Molecular Formula: C₃₆H₅₃N₃O₆P*I
• Molecular Weight: 781.712
• Mol file: 86040-77-9.mol

Synonyms:N-<2-(Methyldiphenylphosphonio)ethoxycarbonyl>valyl-prolyl-isoleucin-tert-butylester-iodid

Chemical Property of N-<2-(Methyldiphenylphosphonio)ethoxycarbonyl>valyl-prolyl-isoleucin-tert-butylester-iodid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<2-(Methyldiphenylphosphonio)ethoxycarbonyl>valyl-prolyl-isoleucin-tert-butylester-iodid

There total 4 articles about N-<2-(Methyldiphenylphosphonio)ethoxycarbonyl>valyl-prolyl-isoleucin-tert-butylester-iodid 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: 61.0%

L-Isoleucin-tert-butylester (16874-08-1) + N-<2-(Methyldiphenylphosphonio)ethoxycarbonyl>valyl-prolin-iodid (86040-73-5) → N-<2-(Methyldiphenylphosphonio)ethoxycarbonyl>valyl-prolyl-isoleucin-tert-butylester-iodid (86040-77-9)

Guidance literature:

With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In dichloromethane; for 96h;

DOI:10.1002/jlac.198319830302

Reference yield:

N-(2-Bromethoxycarbonyl)valylchlorid (86050-08-0) → N-<2-(Methyldiphenylphosphonio)ethoxycarbonyl>valyl-prolyl-isoleucin-tert-butylester-iodid (86040-77-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / triethylamine / CH₂Cl₂ / 15 h / 0 °C

2: 1) NaI / 1) acetone, 15 h, reflux, 2) 4 d, reflux

3: 76 percent / trifluoroacetic acid / 1 h / 0 °C

4: 61 percent / N-hydroxysuccinimide, dicyclohexylcarbodiimide / CH₂Cl₂ / 96 h

With 1-hydroxy-pyrrolidine-2,5-dione; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; sodium iodide; In dichloromethane;

DOI:10.1002/jlac.198319830302

Reference yield:

N-(2-Bromethoxycarbonyl)valyl-prolin-tert-butylester (86040-71-3) → N-<2-(Methyldiphenylphosphonio)ethoxycarbonyl>valyl-prolyl-isoleucin-tert-butylester-iodid (86040-77-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) NaI / 1) acetone, 15 h, reflux, 2) 4 d, reflux

2: 76 percent / trifluoroacetic acid / 1 h / 0 °C

3: 61 percent / N-hydroxysuccinimide, dicyclohexylcarbodiimide / CH₂Cl₂ / 96 h

With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; trifluoroacetic acid; sodium iodide; In dichloromethane;

DOI:10.1002/jlac.198319830302

upstream raw materials:

L-Isoleucin-tert-butylester

N-<2-(Methyldiphenylphosphonio)ethoxycarbonyl>valyl-prolin-iodid

N-(2-Bromethoxycarbonyl)valylchlorid

N-(2-Bromethoxycarbonyl)valyl-prolin-tert-butylester

Downstream raw materials:

N-<2-(Methyldiphenylphosphonio)ethoxycarbonyl>valyl-prolyl-isoleucin-iodid