1,4,7-tris[(S)-{(1-ethoxycarbonyl-2-phenyl)ethyl}-carbamoylmethyl]-1,4,7,10-tetraazacyclododecane

Base Information

• Chemical Name: 1,4,7-tris[(S)-{(1-ethoxycarbonyl-2-phenyl)ethyl}-carbamoylmethyl]-1,4,7,10-tetraazacyclododecane
• CAS No.: 952428-99-8
• Molecular Formula: C₄₇H₆₅N₇O₉
• Molecular Weight: 872.075
• Mol file: 952428-99-8.mol

Synonyms:

Chemical Property of 1,4,7-tris[(S)-{(1-ethoxycarbonyl-2-phenyl)ethyl}-carbamoylmethyl]-1,4,7,10-tetraazacyclododecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4,7-tris[(S)-{(1-ethoxycarbonyl-2-phenyl)ethyl}-carbamoylmethyl]-1,4,7,10-tetraazacyclododecane

There total 2 articles about 1,4,7-tris[(S)-{(1-ethoxycarbonyl-2-phenyl)ethyl}-carbamoylmethyl]-1,4,7,10-tetraazacyclododecane 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:

(L)-phenylalanine ethyl ester hydrochloride (3182-93-2) → 1,4,7-tris[(S)-{(1-ethoxycarbonyl-2-phenyl)ethyl}-carbamoylmethyl]-1,4,7,10-tetraazacyclododecane (952428-99-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / triethylamine / diethyl ether / 1 h / -20 - 20 °C

2: 48 percent / potassium carbonate / dimethylformamide / 36 h / 60 °C

3: 71 percent / aq. HCl / Pd(OH)2/C / ethanol / 48 h / 20 °C / 2327.23 Torr

With hydrogenchloride; potassium carbonate; triethylamine; palladium dihydroxide; In diethyl ether; ethanol; N,N-dimethyl-formamide;

DOI:10.1039/b706801h

Reference yield:

2-chloro-N-[(S)-(1-ethoxycarbonyl-2-phenyl)ethyl]ethanamide (7750-16-5,76385-55-2) → 1,4,7-tris[(S)-{(1-ethoxycarbonyl-2-phenyl)ethyl}-carbamoylmethyl]-1,4,7,10-tetraazacyclododecane (952428-99-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / potassium carbonate / dimethylformamide / 36 h / 60 °C

2: 71 percent / aq. HCl / Pd(OH)2/C / ethanol / 48 h / 20 °C / 2327.23 Torr

With hydrogenchloride; potassium carbonate; palladium dihydroxide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1039/b706801h

Reference yield: 56.0%

1,4,7-tris[(S)-{(1-ethoxycarbonyl-2-phenyl)ethyl}-carbamoylmethyl]-1,4,7,10-tetraazacyclododecane (952428-99-8) + ytterbium(III) triflate (54761-04-5) → [Yb(1,4,7-tris[(S)-((1-ethoxycarbonyl-2-phenyl)ethyl)carbamoylmethyl]-1,4,7,10-tetraazacyclododecane)(H2O)2](triflate)3

Guidance literature:

In acetonitrile; (Ar); using Schlenk techniques; addn. of soln. of Yb(CF3SO3)3 in MeCN tosoln. of 1,4,7-tris-((S)-((1-ethoxycarbonyl-2-phenyl)ethyl)carbamoylmet hyl)-1,4,7,10-tetraazacyclododecane in MeCN; reflux under Ar overnight; dropping onto stirring Et2O; pptn., centrifugation; filtration, redissolving in min. amt. of MeCN; repeat of ppt.;

DOI:10.1039/b706801h

upstream raw materials:

(L)-phenylalanine ethyl ester hydrochloride

2-chloro-N-[(S)-(1-ethoxycarbonyl-2-phenyl)ethyl]ethanamide

Refernces