[N-α-Boc-O-γ-(benzyl)glutamyl]asparagyl-NH2

Base Information

• Chemical Name: [N-α-Boc-O-γ-(benzyl)glutamyl]asparagyl-NH2
• CAS No.: 80682-04-8
• Molecular Formula: C₂₁H₃₀N₄O₇
• Molecular Weight: 450.492
• Mol file: 80682-04-8.mol

Synonyms:[N-α-Boc-O-γ-(benzyl)glutamyl]asparagyl-NH2

Chemical Property of [N-α-Boc-O-γ-(benzyl)glutamyl]asparagyl-NH2

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [N-α-Boc-O-γ-(benzyl)glutamyl]asparagyl-NH2

There total 2 articles about [N-α-Boc-O-γ-(benzyl)glutamyl]asparagyl-NH2 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%

H-Asn-NH2*xHCl + Boc-Glu(OBzl)-OH (13574-13-5) → [N-α-Boc-O-γ-(benzyl)glutamyl]asparagyl-NH2 (80682-04-8)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at -10 - 20 ℃;

DOI:10.1021/ja904698q

Reference yield:

L-asparagine amide (16748-73-5) + Boc-Glu(OBzl)-OH (13574-13-5) → [N-α-Boc-O-γ-(benzyl)glutamyl]asparagyl-NH2 (80682-04-8)

Guidance literature:

With 4-methyl-morpholine; isobutyl chloroformate; Yield given. Multistep reaction; 1.) THF, -15 deg C, 5 min, 2.) -15 deg C, 0.5 h; 25 deg C;

DOI:10.1021/ja00414a075

Reference yield: 92.0%

[N-α-Boc-O-γ-(benzyl)glutamyl]asparagyl-NH2 (80682-04-8) + trifluoroacetic acid (76-05-1) → C2HF3O2*C16H22N4O5 (1192494-14-6)

Guidance literature:

In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/ja904698q

upstream raw materials:

L-asparagine amide

Boc-Glu(OBzl)-OH

Downstream raw materials:

Boc-Glu(OBzl)-Glu(OH)-Asn-NH₂

3-[(3R,9S,12S)-3-Benzyloxycarbonylamino-12-((S)-1,2-dicarbamoyl-ethylcarbamoyl)-4,7,10,15-tetraoxo-1-thia-5,8,11-triaza-cyclopentadec-9-yl]-propionic acid benzyl ester

(S)-4-[(S)-3-[(R)-2-Benzyloxycarbonylamino-2-(carboxymethyl-carbamoyl)-ethylsulfanylcarbonyl]-1-((S)-1,2-dicarbamoyl-ethylcarbamoyl)-propylcarbamoyl]-4-tert-butoxycarbonylamino-butyric acid benzyl ester

(S)-4-Amino-4-[(S)-3-{(R)-2-benzyloxycarbonylamino-2-[(2,4,5-trichloro-phenoxycarbonylmethyl)-carbamoyl]-ethylsulfanylcarbonyl}-1-((S)-1,2-dicarbamoyl-ethylcarbamoyl)-propylcarbamoyl]-butyric acid benzyl ester

Refernces

• 1、 Khan, Shabbir A.,Erickson, Bruce W.. "Synthesis of macrocyclic peptide thiolactones as models of the metastable binding sites of α2-macroglobulin and complement protein C3b". . p. 7374 - 7376. Retrieved 2007/10/02.