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

Base Information

• Chemical Name: 3,9-dioxo-1,4,7,10tetraaza-cyclododecane-1,7-dicarboxylic acid 1-benzyl ester 7-(9H-fluoren-9-ylmethyl) ester
• CAS No.: 289684-52-2
• Molecular Formula: C₃₁H₃₂N₄O₆
• Molecular Weight: 556.618

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

Chemical Property of 3,9-dioxo-1,4,7,10tetraaza-cyclododecane-1,7-dicarboxylic acid 1-benzyl ester 7-(9H-fluoren-9-ylmethyl) ester

Chemical Property:

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Technology Process of 3,9-dioxo-1,4,7,10tetraaza-cyclododecane-1,7-dicarboxylic acid 1-benzyl ester 7-(9H-fluoren-9-ylmethyl) ester

There total 6 articles about 3,9-dioxo-1,4,7,10tetraaza-cyclododecane-1,7-dicarboxylic acid 1-benzyl ester 7-(9H-fluoren-9-ylmethyl) 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: 70.0%

[(2-{2-[(2-amino-ethyl)-benzyloxycarbonyl-amino]-acetylamino}-ethyl)-(9H-fluoren-9-ylmethoxymethyl)-amino]-acetic acid pentafluorophenyl ester → 3,9-dioxo-1,4,7,10tetraaza-cyclododecane-1,7-dicarboxylic acid 1-benzyl ester 7-(9H-fluoren-9-ylmethyl) ester (289684-52-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1016/S0040-4039(00)00536-0

Reference yield:

N-benzyloxycarbonyl-N-(2-t.butoxycarbonylaminoethyl)glycine (34046-07-6) → 3,9-dioxo-1,4,7,10tetraaza-cyclododecane-1,7-dicarboxylic acid 1-benzyl ester 7-(9H-fluoren-9-ylmethyl) ester (289684-52-2)

Guidance literature:

Multi-step reaction with 5 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

With 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;

DOI:10.1016/S0040-4039(00)00536-0

Reference yield:

[(2-amino-ethyl)-(9H-fluoren-9-ylmethoxycarbonyl)-amino]-acetic acid allyl ester → 3,9-dioxo-1,4,7,10tetraaza-cyclododecane-1,7-dicarboxylic acid 1-benzyl ester 7-(9H-fluoren-9-ylmethyl) ester (289684-52-2)

Guidance literature:

Multi-step reaction with 5 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

With 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;

DOI:10.1016/S0040-4039(00)00536-0

upstream raw materials:

N-benzyloxycarbonyl-N-(2-t.butoxycarbonylaminoethyl)glycine

Downstream raw materials:

N-[9-(2-{7-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-3,9-dioxo-1,4,7,10tetraaza-cyclododec-1-yl}-2-oxo-ethyl)-9H-purin-6-yl]-benzamide

7-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-3,9-dioxo-1,4,7,10tetraaza-cyclododecane-1-carboxylic acid benzyl ester

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

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