5-Oxa-2,8,11-triazadodecanedioic acid, 10-[3-[(aminoiminomethyl)amino]propyl]-9-oxo-, 1-(1,1-dimethylethyl) 12-(phenylmethyl) ester, (10R)-

Base Information

• Chemical Name: 5-Oxa-2,8,11-triazadodecanedioic acid, 10-[3-[(aminoiminomethyl)amino]propyl]-9-oxo-, 1-(1,1-dimethylethyl) 12-(phenylmethyl) ester, (10R)-
• CAS No.: 632323-84-3
• Molecular Formula: C23H38N6O6
• Molecular Weight: 494.591
• Mol file: 632323-84-3.mol

Synonyms:

Chemical Property of 5-Oxa-2,8,11-triazadodecanedioic acid, 10-[3-[(aminoiminomethyl)amino]propyl]-9-oxo-, 1-(1,1-dimethylethyl) 12-(phenylmethyl) ester, (10R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Oxa-2,8,11-triazadodecanedioic acid, 10-[3-[(aminoiminomethyl)amino]propyl]-9-oxo-, 1-(1,1-dimethylethyl) 12-(phenylmethyl) ester, (10R)-

There total 3 articles about 5-Oxa-2,8,11-triazadodecanedioic acid, 10-[3-[(aminoiminomethyl)amino]propyl]-9-oxo-, 1-(1,1-dimethylethyl) 12-(phenylmethyl) ester, (10R)- 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: 85.0%

Nα-Z-D-Arg (6382-93-0) + tert-butyl 2-(2-aminoethoxy)ethylcarbamate (127828-22-2) → N-(2-(tert-butoxycarbonylamino)ethoxyethyl) Nα-benzyloxycarbonyl-D-arginine amide (632323-84-3)

Guidance literature:

With pyridine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate;

DOI:10.1016/S0040-4039(03)00376-9

Reference yield:

D-arginine (157-06-2,25212-18-4) → N-(2-(tert-butoxycarbonylamino)ethoxyethyl) Nα-benzyloxycarbonyl-D-arginine amide (632323-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / aq. NaOH; aq. NaHCO₃

2: 85 percent / BOP; pyridine

With pyridine; sodium hydroxide; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate;

DOI:10.1016/S0040-4039(03)00376-9

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-(2-(tert-butoxycarbonylamino)ethoxyethyl) Nα-benzyloxycarbonyl-D-arginine amide (632323-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / aq. NaOH; aq. NaHCO₃

2: 85 percent / BOP; pyridine

With pyridine; sodium hydroxide; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate;

DOI:10.1016/S0040-4039(03)00376-9

upstream raw materials:

N^α-Z-D-Arg

tert-butyl 2-(2-aminoethoxy)ethylcarbamate

D-arginine

benzyl chloroformate

Downstream raw materials:

(R)-5-Guanidino-2-[(Z)-3-(4-hydroxy-phenyl)-acryloylamino]-pentanoic acid [2-(2-amino-ethoxy)-ethyl]-amide

N-(2-(tert-butoxycarbonylamino)ethoxyethyl) N_α-cis-p-coumaroyl-D-arginine amide

Refernces

• 1、 Nagano, Hideharu,Kato, Eisuke,Yamamura, Shosuke,Ueda, Minoru. "Fluorescence studies on nyctinasty using fluorescence labeled cis-p-coumaroylagmatine, a leaf-opening substance of Albizzia plants: Existence of genus-specific receptor for leaf-movement factor". . p. 2953 - 2956. Retrieved 2007/10/03.