(R)-N¹²-(tert-butyloxycarbonyl)-N⁹-(o-nitrophenylsulfonyl)-1,12-diamino-4,9-diazatridecane

Base Information

• Chemical Name: (R)-N¹²-(tert-butyloxycarbonyl)-N⁹-(o-nitrophenylsulfonyl)-1,12-diamino-4,9-diazatridecane
• CAS No.: 932032-31-0
• Molecular Formula: C₂₂H₃₉N₅O₆S
• Molecular Weight: 501.648
• Mol file: 932032-31-0.mol

Synonyms:(R)-N¹²-(tert-butyloxycarbonyl)-N⁹-(o-nitrophenylsulfonyl)-1,12-diamino-4,9-diazatridecane

Chemical Property of (R)-N¹²-(tert-butyloxycarbonyl)-N⁹-(o-nitrophenylsulfonyl)-1,12-diamino-4,9-diazatridecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N¹²-(tert-butyloxycarbonyl)-N⁹-(o-nitrophenylsulfonyl)-1,12-diamino-4,9-diazatridecane

There total 5 articles about (R)-N¹²-(tert-butyloxycarbonyl)-N⁹-(o-nitrophenylsulfonyl)-1,12-diamino-4,9-diazatridecane 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: 92.0%

(R)-N5-(o-nitrophenylsulfonyl)-N8-(tert-butyloxycarbonyl)-8-amino-5-aza-1-iodononane (932032-30-9) + Trimethylenediamine (109-76-2,54018-94-9) → (R)-N12-(tert-butyloxycarbonyl)-N9-(o-nitrophenylsulfonyl)-1,12-diamino-4,9-diazatridecane (932032-31-0)

Guidance literature:

In tetrahydrofuran; at 4 ℃; for 12h;

DOI:10.1016/j.tet.2006.12.065

Reference yield:

(R)-N1-(o-nitrophenylsulfonyl)-N3-(tert-butyloxycarbonyl)-1,3-diaminobutane (875680-89-0) → (R)-N12-(tert-butyloxycarbonyl)-N9-(o-nitrophenylsulfonyl)-1,12-diamino-4,9-diazatridecane (932032-31-0)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / dimethylformamide / 20 h / 20 °C

2: 7.5 g / NaI / acetone / 27 h / Heating

3: 92 percent / tetrahydrofuran / 12 h / 4 °C

With potassium carbonate; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.tet.2006.12.065

Reference yield:

(R)-N5-(o-nitrophenylsulfonyl)-N8-(tert-butyloxycarbonyl)-8-amino-5-aza-1-chlorononane → (R)-N12-(tert-butyloxycarbonyl)-N9-(o-nitrophenylsulfonyl)-1,12-diamino-4,9-diazatridecane (932032-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 7.5 g / NaI / acetone / 27 h / Heating

2: 92 percent / tetrahydrofuran / 12 h / 4 °C

With sodium iodide; In tetrahydrofuran; acetone;

DOI:10.1016/j.tet.2006.12.065

upstream raw materials:

(R)-N⁵-(o-nitrophenylsulfonyl)-N⁸-(tert-butyloxycarbonyl)-8-amino-5-aza-1-iodononane

Trimethylenediamine

(R)-N¹-(o-nitrophenylsulfonyl)-N³-(tert-butyloxycarbonyl)-1,3-diaminobutane

(2-cyano-1(R)-methylethyl)carbamic acid, 1,1-dimethylethyl ester