(R,R)-(6'-iodo-N-carbobenzyloxytryptophyl)-3',5'-dichloro-4'-methoxyphenylglycine tert-butyl ester

Base Information

• Chemical Name: (R,R)-(6'-iodo-N-carbobenzyloxytryptophyl)-3',5'-dichloro-4'-methoxyphenylglycine tert-butyl ester
• CAS No.: 872876-85-2
• Molecular Formula: C₃₂H₃₂Cl₂IN₃O₆
• Molecular Weight: 752.433
• Mol file: 872876-85-2.mol

Synonyms:(R,R)-(6'-iodo-N-carbobenzyloxytryptophyl)-3',5'-dichloro-4'-methoxyphenylglycine tert-butyl ester

Chemical Property of (R,R)-(6'-iodo-N-carbobenzyloxytryptophyl)-3',5'-dichloro-4'-methoxyphenylglycine tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,R)-(6'-iodo-N-carbobenzyloxytryptophyl)-3',5'-dichloro-4'-methoxyphenylglycine tert-butyl ester

There total 1 articles about (R,R)-(6'-iodo-N-carbobenzyloxytryptophyl)-3',5'-dichloro-4'-methoxyphenylglycine 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: 100.0%

(R,R)-(6'-iodo-N-carbobenzyloxytryptophyl)-3',5'-dichloro-4'-hydroxyphenylglycine tert-butyl ester (872876-83-0) + diazomethyl-trimethyl-silane (18107-18-1) → (R,R)-(6'-iodo-N-carbobenzyloxytryptophyl)-3',5'-dichloro-4'-methoxyphenylglycine tert-butyl ester (872876-85-2)

Guidance literature:

In methanol; benzene; at 20 ℃; for 2h;

DOI:10.1248/cpb.53.1277

Reference yield:

(R,R)-(6'-iodo-N-carbobenzyloxytryptophyl)-3',5'-dichloro-4'-methoxyphenylglycine tert-butyl ester (872876-85-2) + (R)-N-tert-butoxycarbonyl-3',5'-diiodo-4'-methoxyphenylglycine methyl ester (113850-72-9) → (R,R,R)-2-(3-{6-[5-(N-tert-butoxycarbonyl-2-methoxycarbonylmethylamino)-3-iodo-2-methoxyphenyl]indol-3-yl}-2-carbobenzyloxyaminopropionylamino)-2-(3,5-dichloro-4-methoxyphenyl)acetic acid tert-butyl ester

Guidance literature:

(R)-N-tert-butoxycarbonyl-3',5'-diiodo-4'-methoxyphenylglycine methyl ester; With dichlorobis(tri-O-tolylphosphine)palladium; bis(tri-n-butyltin); N-ethyl-N,N-diisopropylamine; In acetonitrile; at 85 ℃; for 2h;

(R,R)-(6'-iodo-N-carbobenzyloxytryptophyl)-3',5'-dichloro-4'-methoxyphenylglycine tert-butyl ester; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; triphenyl-arsane; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1248/cpb.53.1277

Reference yield:

(R,R)-(6'-iodo-N-carbobenzyloxytryptophyl)-3',5'-dichloro-4'-methoxyphenylglycine tert-butyl ester (872876-85-2) + bis(pinacol)diborane (73183-34-3) → (R,S)-6-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-N-carbobenzyloxytryptophyl-3',5'-dichloro-4'-methoxyphenylglycine tert-butyl ester + (R,R)-6-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-N-carbobenzyloxytryptophyl-3',5'-dichloro-4'-methoxyphenylglycine tert-butyl ester

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 2.5h;

DOI:10.1248/cpb.53.1277

upstream raw materials:

(R,R)-(6'-iodo-N-carbobenzyloxytryptophyl)-3',5'-dichloro-4'-hydroxyphenylglycine tert-butyl ester

diazomethyl-trimethyl-silane