N-(2-pentacosa-10,12-diynoylaminoethyl)-N-(N⁶-(benzyloxycarbonyl)adenin-9-ylacetyl)glycine methyl ester

Base Information

• Chemical Name: N-(2-pentacosa-10,12-diynoylaminoethyl)-N-(N⁶-(benzyloxycarbonyl)adenin-9-ylacetyl)glycine methyl ester
• CAS No.: 625442-91-3
• Molecular Formula: C₄₅H₆₃N₇O₆
• Molecular Weight: 798.039

Synonyms:N-(2-pentacosa-10,12-diynoylaminoethyl)-N-(N⁶-(benzyloxycarbonyl)adenin-9-ylacetyl)glycine methyl ester

Chemical Property of N-(2-pentacosa-10,12-diynoylaminoethyl)-N-(N⁶-(benzyloxycarbonyl)adenin-9-ylacetyl)glycine methyl ester

Chemical Property:

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Technology Process of N-(2-pentacosa-10,12-diynoylaminoethyl)-N-(N⁶-(benzyloxycarbonyl)adenin-9-ylacetyl)glycine methyl ester

There total 3 articles about N-(2-pentacosa-10,12-diynoylaminoethyl)-N-(N⁶-(benzyloxycarbonyl)adenin-9-ylacetyl)glycine methyl 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: 80.0%

[6-N-(benzyloxycarbonyl)-adenin-9-yl]-acetic acid (149376-67-0) + N-(2-pentacosa-10,12-diynoylaminoethyl)glycine methyl ester (625442-87-7) → N-(2-pentacosa-10,12-diynoylaminoethyl)-N-(N6-(benzyloxycarbonyl)adenin-9-ylacetyl)glycine methyl ester (625442-91-3)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.tetlet.2003.09.047

Reference yield:

N-(2-aminoethyl)glycine methyl ester dihydrochloride → N-(2-pentacosa-10,12-diynoylaminoethyl)-N-(N6-(benzyloxycarbonyl)adenin-9-ylacetyl)glycine methyl ester (625442-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / DIPEA / dimethylformamide / 17 h / 20 °C

2: 80 percent / Et₃N; HATU / dimethylformamide / 17 h / 20 °C

With triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.07.021

Reference yield:

N-succinimidyl 10,12-pentacosadiynoic acid ester (146064-06-4) → N-(2-pentacosa-10,12-diynoylaminoethyl)-N-(N6-(benzyloxycarbonyl)adenin-9-ylacetyl)glycine methyl ester (625442-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / DIPEA / dimethylformamide / 17 h / 20 °C

2: 80 percent / Et₃N; HATU / dimethylformamide / 17 h / 20 °C

With triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.07.021

upstream raw materials:

[6-N-(benzyloxycarbonyl)-adenin-9-yl]-acetic acid

N-(2-pentacosa-10,12-diynoylaminoethyl)glycine methyl ester

N-succinimidyl 10,12-pentacosadiynoic acid ester

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