4,8-bis(benzyloxycarbonyl)-N¹²-{N^α-[2,4-bis(benzyloxy)phenylacetyl]asparaginyl}-N¹-(2,2,2-trichloroethoxycarbonyl)-4,8-diaza-1,12-dodecanediamine

Base Information

• Chemical Name: 4,8-bis(benzyloxycarbonyl)-N¹²-{N^α-[2,4-bis(benzyloxy)phenylacetyl]asparaginyl}-N¹-(2,2,2-trichloroethoxycarbonyl)-4,8-diaza-1,12-dodecanediamine
• CAS No.: 345898-30-8
• Molecular Formula: C₅₅H₆₃Cl₃N₆O₁₁
• Molecular Weight: 1090.5

Synonyms:4,8-bis(benzyloxycarbonyl)-N¹²-{N^α-[2,4-bis(benzyloxy)phenylacetyl]asparaginyl}-N¹-(2,2,2-trichloroethoxycarbonyl)-4,8-diaza-1,12-dodecanediamine

Chemical Property of 4,8-bis(benzyloxycarbonyl)-N¹²-{N^α-[2,4-bis(benzyloxy)phenylacetyl]asparaginyl}-N¹-(2,2,2-trichloroethoxycarbonyl)-4,8-diaza-1,12-dodecanediamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 4,8-bis(benzyloxycarbonyl)-N¹²-{N^α-[2,4-bis(benzyloxy)phenylacetyl]asparaginyl}-N¹-(2,2,2-trichloroethoxycarbonyl)-4,8-diaza-1,12-dodecanediamine

There total 4 articles about 4,8-bis(benzyloxycarbonyl)-N¹²-{N^α-[2,4-bis(benzyloxy)phenylacetyl]asparaginyl}-N¹-(2,2,2-trichloroethoxycarbonyl)-4,8-diaza-1,12-dodecanediamine 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:

dibenzyl-2,4-dihydroxyphenylacetic acid N-hydroxysuccinimide ester (113978-98-6) + [4-((S)-2-Amino-3-carbamoyl-propionylamino)-butyl]-(3-{benzyloxycarbonyl-[3-(2,2,2-trichloro-ethoxycarbonylamino)-propyl]-amino}-propyl)-carbamic acid benzyl ester → 4,8-bis(benzyloxycarbonyl)-N12-{Nα-[2,4-bis(benzyloxy)phenylacetyl]asparaginyl}-N1-(2,2,2-trichloroethoxycarbonyl)-4,8-diaza-1,12-dodecanediamine (345898-30-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 22h;

DOI:10.1246/bcsj.77.331

Reference yield:

4,8-bis(benzyloxycarbonyl)-N1-(2,2,2-trichloroethoxycarbonyl)-N12-(tert-butoxycarbonyl)-4,8-diaza-1,12-dodecanediamine (345898-28-4) → 4,8-bis(benzyloxycarbonyl)-N12-{Nα-[2,4-bis(benzyloxy)phenylacetyl]asparaginyl}-N1-(2,2,2-trichloroethoxycarbonyl)-4,8-diaza-1,12-dodecanediamine (345898-30-8)

Guidance literature:

Multi-step reaction with 4 steps

1: CF₃CO₂H / CH₂Cl₂ / 0.5 h / 20 °C

2: 2.77 g / Et₃N / dimethylformamide / 1 h / 20 °C

3: CF₃CO₂H / CH₂Cl₂ / 1.5 h / 20 °C

4: 3.10 g / Et₃N / dimethylformamide / 22 h / 20 °C

With triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.77.331

Reference yield:

(4-amino-butyl)-(3-{benzyloxycarbonyl-[3-(2,2,2-trichloro-ethoxycarbonylamino)-propyl]-amino}-propyl)-carbamic acid benzyl ester → 4,8-bis(benzyloxycarbonyl)-N12-{Nα-[2,4-bis(benzyloxy)phenylacetyl]asparaginyl}-N1-(2,2,2-trichloroethoxycarbonyl)-4,8-diaza-1,12-dodecanediamine (345898-30-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.77 g / Et₃N / dimethylformamide / 1 h / 20 °C

2: CF₃CO₂H / CH₂Cl₂ / 1.5 h / 20 °C

3: 3.10 g / Et₃N / dimethylformamide / 22 h / 20 °C

With triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.77.331

upstream raw materials:

dibenzyl-2,4-dihydroxyphenylacetic acid N-hydroxysuccinimide ester

4,8-bis(benzyloxycarbonyl)-N¹-(2,2,2-trichloroethoxycarbonyl)-N¹²-(tert-butoxycarbonyl)-4,8-diaza-1,12-dodecanediamine

4,8-bis(benzyloxycarbonyl)-N¹²-(N^α-tert-butoxycarbonylasparaginyl)-N¹-(2,2,2-trichloroethoxycarbonyl)-4,8-diaza-1,12-dodecanediamine

Downstream raw materials:

4,8-bis(benzyloxycarbonyl)-N¹-(N^α-benzyloxycarbonylglycyl)-N¹²-{N^α-[2,4-bis(benzyloxy)phenylacetyl]asparaginyl}-4,8-diaza-1,12-dodecanediamine

4,8-bis(benzyloxycarbonyl)-N¹-[6-(benzyloxycarbonylamino)caproyl]-N¹²-{N^α-[2,4-bis(benzyloxy)phenylacetyl]asparaginyl}-4,8-diaza-1,12-dodecanediamine

4,8-bis(benzyloxycarbonyl)-N¹-[4,N⁷-bis(benzyloxycarbonyl)-7-amino-4-azaheptanoyl]-N¹²-{N^α-[2,4-bis(benzyloxy)phenylacetyl]asparaginyl}-4,8-diaza-1,12-dodecanediamine

4,8-bis(benzyloxycarbonyl)-N¹-[3,N⁷-bis(benzyloxycarbonyl)-7-amino-3-azaheptanoyl]-N¹²-{N^α-[2,4-bis(benzyloxy)phenylacetyl]asparaginyl}-4,8-diaza-1,12-dodecanediamine

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