{7-tert-butoxycarbonylamino-6-oxo-1-[2-(1-trityl-1H-imidazol-2-yl)-ethyl]-[1,5]diazocan-3-yl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {7-tert-butoxycarbonylamino-6-oxo-1-[2-(1-trityl-1H-imidazol-2-yl)-ethyl]-[1,5]diazocan-3-yl}-carbamic acid tert-butyl ester
• CAS No.: 258873-63-1
• Molecular Formula: C₄₀H₅₀N₆O₅
• Molecular Weight: 694.874
• Mol file: 258873-63-1.mol

Synonyms:

Chemical Property of {7-tert-butoxycarbonylamino-6-oxo-1-[2-(1-trityl-1H-imidazol-2-yl)-ethyl]-[1,5]diazocan-3-yl}-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {7-tert-butoxycarbonylamino-6-oxo-1-[2-(1-trityl-1H-imidazol-2-yl)-ethyl]-[1,5]diazocan-3-yl}-carbamic acid tert-butyl ester

There total 9 articles about {7-tert-butoxycarbonylamino-6-oxo-1-[2-(1-trityl-1H-imidazol-2-yl)-ethyl]-[1,5]diazocan-3-yl}-carbamic acid tert-butyl 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:

{7-tert-butoxycarbonylamino-6-oxo-1-[2-(1-trityl-1H-imidazol-2-yl)-vinyl]-[1,5]diazocan-3-yl}-carbamic acid tert-butyl ester → {7-tert-butoxycarbonylamino-6-oxo-1-[2-(1-trityl-1H-imidazol-2-yl)-ethyl]-[1,5]diazocan-3-yl}-carbamic acid tert-butyl ester (258873-63-1)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In ethanol; chloroform; for 3h;

DOI:10.1055/s-1999-2969

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → {7-tert-butoxycarbonylamino-6-oxo-1-[2-(1-trityl-1H-imidazol-2-yl)-ethyl]-[1,5]diazocan-3-yl}-carbamic acid tert-butyl ester (258873-63-1)

Guidance literature:

Multi-step reaction with 4 steps

1: Na₂CO₃ / tetrahydrofuran / 20 °C

2: 92 percent / Raney Ni / propan-2-ol / 1 h / 50 °C

3: CHCl₃; ethanol / 3 h / 20 °C

4: NaBH₃CN; AcOH / CHCl₃; ethanol / 3 h

With nickel; sodium cyanoborohydride; sodium carbonate; acetic acid; In tetrahydrofuran; ethanol; chloroform; isopropyl alcohol; 1: Acylation / 2: Reduction / 3: Condensation / 4: Reduction;

DOI:10.1055/s-1999-2969

Reference yield:

2-methyl-1-tritylimidazole (23593-68-2) → {7-tert-butoxycarbonylamino-6-oxo-1-[2-(1-trityl-1H-imidazol-2-yl)-ethyl]-[1,5]diazocan-3-yl}-carbamic acid tert-butyl ester (258873-63-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran / 0.83 h / -78 °C

1.2: 87 percent / tetrahydrofuran / 0.25 h / -78 °C

2.1: CHCl₃; ethanol / 3 h / 20 °C

3.1: NaBH₃CN; AcOH / CHCl₃; ethanol / 3 h

With n-butyllithium; sodium cyanoborohydride; acetic acid; In tetrahydrofuran; ethanol; chloroform; 1.1: Metallation / 1.2: Substitution / 2.1: Condensation / 3.1: Reduction;

DOI:10.1055/s-1999-2969

upstream raw materials:

di-tert-butyl dicarbonate

2-methyl-1-tritylimidazole

2-[1-(triphenylmethyl)-1H-imidazol-2-yl]acetaldehyde

(3S,7R)-Bis[(tert-butoxycarbonyl)amino]-2-keto-1,5-diazabicyclo[3.3.0]octane

Downstream raw materials:

(3S,7S)-3,7-Diamino-5-[2-(1-trityl-1H-imidazol-2-yl)-ethyl]-[1,5]diazocan-2-one

C₅₂H₇₀N₁₀O₉