3,9-Dioxo-1,4,7,10-tetraaza-cyclododecane-1-carboxylic acid benzyl ester

Base Information

Chemical Name:3,9-Dioxo-1,4,7,10-tetraaza-cyclododecane-1-carboxylic acid benzyl ester
CAS No.:289684-53-3
Molecular Formula:C₁₆H₂₂N₄O₄
Molecular Weight:334.375
Hs Code.:

Synonyms:3,9-Dioxo-1,4,7,10-tetraaza-cyclododecane-1-carboxylic acid benzyl ester

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Chemical Property of 3,9-Dioxo-1,4,7,10-tetraaza-cyclododecane-1-carboxylic acid benzyl ester

Chemical Property:

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Technology Process of 3,9-Dioxo-1,4,7,10-tetraaza-cyclododecane-1-carboxylic acid benzyl ester

There total 6 articles about 3,9-Dioxo-1,4,7,10-tetraaza-cyclododecane-1-carboxylic acid benzyl 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: 85.0%

: 289684-52-2
3,9-dioxo-1,4,7,10tetraaza-cyclododecane-1,7-dicarboxylic acid 1-benzyl ester 7-(9H-fluoren-9-ylmethyl) ester

: 289684-53-3
3,9-Dioxo-1,4,7,10-tetraaza-cyclododecane-1-carboxylic acid benzyl ester

Guidance literature:: With piperidine; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)00536-0

Reference yield:

: 34046-07-6
N-benzyloxycarbonyl-N-(2-t.butoxycarbonylaminoethyl)glycine

: 289684-53-3
3,9-Dioxo-1,4,7,10-tetraaza-cyclododecane-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / BOP; DiPEA / dimethylformamide

2: 83 percent / Bu₃SnH; AcOH / Cl₂Pd(PPh₃)2 / CH₂Cl₂

3: 98 percent / EDC / dimethylformamide

4: 100 percent / 50 percent TFA / CH₂Cl₂

5: 70 percent / DiPEA / acetonitrile

6: 85 percent / 20 percent piperidine / dimethylformamide

With piperidine; tri-n-butyl-tin hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Acylation / 2: Reduction / 3: Esterification / 4: Hydrolysis / 5: Acylation / 6: Hydrolysis;
DOI:10.1016/S0040-4039(00)00536-0

Reference yield:

: [(2-{2-[benzyloxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-acetylamino}-ethyl)-(9H-fluoren-9-ylmethoxymethyl)-amino]-acetic acid allyl ester

: 289684-53-3
3,9-Dioxo-1,4,7,10-tetraaza-cyclododecane-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / Bu₃SnH; AcOH / Cl₂Pd(PPh₃)2 / CH₂Cl₂

2: 98 percent / EDC / dimethylformamide

3: 100 percent / 50 percent TFA / CH₂Cl₂

4: 70 percent / DiPEA / acetonitrile

5: 85 percent / 20 percent piperidine / dimethylformamide

With piperidine; tri-n-butyl-tin hydride; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Reduction / 2: Esterification / 3: Hydrolysis / 4: Acylation / 5: Hydrolysis;
DOI:10.1016/S0040-4039(00)00536-0