{[(8R,11R)-11-tert-Butoxycarbonylamino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1⁽²¹⁾,18⁽²²⁾,19-triene-8-carbonyl]-amino}-acetic acid benzyl ester

Base Information

• Chemical Name: {[(8R,11R)-11-tert-Butoxycarbonylamino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1⁽²¹⁾,18⁽²²⁾,19-triene-8-carbonyl]-amino}-acetic acid benzyl ester
• CAS No.: 142846-55-7
• Molecular Formula: C₃₈H₄₇F₆N₅O₈
• Molecular Weight: 815.81
• Mol file: 142846-55-7.mol

Synonyms:

Chemical Property of {[(8R,11R)-11-tert-Butoxycarbonylamino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1⁽²¹⁾,18⁽²²⁾,19-triene-8-carbonyl]-amino}-acetic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {[(8R,11R)-11-tert-Butoxycarbonylamino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1⁽²¹⁾,18⁽²²⁾,19-triene-8-carbonyl]-amino}-acetic acid benzyl ester

There total 1 articles about {[(8R,11R)-11-tert-Butoxycarbonylamino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1⁽²¹⁾,18⁽²²⁾,19-triene-8-carbonyl]-amino}-acetic 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: 31.0%

1,4-bis(bromomethyl)benzene (623-24-5) + Boc-Lys(COCF3)-Lys(COCF3)-Gly-OCH2Ph (142824-66-6) → {[(8R,11R)-11-tert-Butoxycarbonylamino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1(21),18(22),19-triene-8-carbonyl]-amino}-acetic acid benzyl ester (142846-55-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; for 120h;

DOI:10.1016/S0040-4039(00)79854-6

Reference yield:

{[(8R,11R)-11-tert-Butoxycarbonylamino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1(21),18(22),19-triene-8-carbonyl]-amino}-acetic acid benzyl ester (142846-55-7) → {[(8R,11R)-11-Amino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1(21),18(22),19-triene-8-carbonyl]-amino}-acetic acid pentafluorophenyl ester; compound with trifluoro-acetic acid (142824-70-2)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd-C / methanol

2: DCC / dimethylformamide

3: water

With water; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)79854-6

Reference yield:

{[(8R,11R)-11-tert-Butoxycarbonylamino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1(21),18(22),19-triene-8-carbonyl]-amino}-acetic acid benzyl ester (142846-55-7) → {[(8R,11R)-11-tert-Butoxycarbonylamino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1(21),18(22),19-triene-8-carbonyl]-amino}-acetic acid pentafluorophenyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C / methanol

2: DCC / dimethylformamide

With hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)79854-6

upstream raw materials:

1,4-bis(bromomethyl)benzene

Boc-Lys(COCF₃)-Lys(COCF₃)-Gly-OCH₂Ph

Downstream raw materials:

{[(8R,11R)-11-Amino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1⁽²¹⁾,18⁽²²⁾,19-triene-8-carbonyl]-amino}-acetic acid pentafluorophenyl ester; compound with trifluoro-acetic acid