2,5,9,14,18-Pentaazanonadecanedioic acid, 9,14-bis[(1,1-dimethylethoxy)carbonyl]-4-oxo-3-phenyl-, 18-(1,1-dimethylethyl) 1-(9H-fluoren-9-ylmethyl) ester, (3S)-

Base Information

• Chemical Name: 2,5,9,14,18-Pentaazanonadecanedioic acid, 9,14-bis[(1,1-dimethylethoxy)carbonyl]-4-oxo-3-phenyl-, 18-(1,1-dimethylethyl) 1-(9H-fluoren-9-ylmethyl) ester, (3S)-
• CAS No.: 839720-19-3
• Molecular Formula: C48H67N5O9
• Molecular Weight: 635.845
• Mol file: 839720-19-3.mol

Synonyms:

Chemical Property of 2,5,9,14,18-Pentaazanonadecanedioic acid, 9,14-bis[(1,1-dimethylethoxy)carbonyl]-4-oxo-3-phenyl-, 18-(1,1-dimethylethyl) 1-(9H-fluoren-9-ylmethyl) ester, (3S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5,9,14,18-Pentaazanonadecanedioic acid, 9,14-bis[(1,1-dimethylethoxy)carbonyl]-4-oxo-3-phenyl-, 18-(1,1-dimethylethyl) 1-(9H-fluoren-9-ylmethyl) ester, (3S)-

There total 6 articles about 2,5,9,14,18-Pentaazanonadecanedioic acid, 9,14-bis[(1,1-dimethylethoxy)carbonyl]-4-oxo-3-phenyl-, 18-(1,1-dimethylethyl) 1-(9H-fluoren-9-ylmethyl) ester, (3S)- 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:

(3-tert-butoxycarbonylamino-propyl)-[4-(tert-butoxycarbonyl-{3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-phenyl-acetylamino]-propyl}-amino)-butyl]-carbamic acid tert-butyl ester → (4-{[3-(2-amino-2-phenyl-acetylamino)-propyl]-tert-butoxycarbonyl-amino}-butyl)-(3-tert-butoxycarbonylamino-propyl)-carbamic acid tert-butyl ester (839720-19-3)

Guidance literature:

With Octanethiol; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/jm049906w

Reference yield:

Spermine (71-44-3) → (4-{[3-(2-amino-2-phenyl-acetylamino)-propyl]-tert-butoxycarbonyl-amino}-butyl)-(3-tert-butoxycarbonylamino-propyl)-carbamic acid tert-butyl ester (839720-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: CF₃COOEt / methanol / 0.5 h / 0 °C

1.2: methanol / 20 °C

1.3: aq. NaOH / methanol / 20 °C

2.1: Et₃N / CH₂Cl₂ / 2 h / 20 °C

3.1: 240 mg / DBU; 1-octanethiol / tetrahydrofuran / 2 h / 20 °C

With Octanethiol; ethyl trifluoroacetate,; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm049906w

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (4-{[3-(2-amino-2-phenyl-acetylamino)-propyl]-tert-butoxycarbonyl-amino}-butyl)-(3-tert-butoxycarbonylamino-propyl)-carbamic acid tert-butyl ester (839720-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: CF₃COOEt / methanol / 0.5 h / 0 °C

1.2: methanol / 20 °C

1.3: aq. NaOH / methanol / 20 °C

2.1: Et₃N / CH₂Cl₂ / 2 h / 20 °C

3.1: 240 mg / DBU; 1-octanethiol / tetrahydrofuran / 2 h / 20 °C

With Octanethiol; ethyl trifluoroacetate,; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm049906w

upstream raw materials:

Spermine

di-tert-butyl dicarbonate

tri-Boc-spermine

Fmoc-Phg-OH

Downstream raw materials:

(3-tert-butoxycarbonylamino-propyl)-(4-{tert-butoxycarbonyl-[3-(2-butyrylamino-2-phenyl-acetylamino)-propyl]-amino}-butyl)-carbamic acid tert-butyl ester

Refernces