N⁸-benzyloxycarbonyl-N¹-tert-butyloxycarbonyl-N⁴-(2-nitrobenzenesulfonyl)-spermidine

Base Information

• Chemical Name: N⁸-benzyloxycarbonyl-N¹-tert-butyloxycarbonyl-N⁴-(2-nitrobenzenesulfonyl)-spermidine
• CAS No.: 425644-03-7
• Molecular Formula: C₂₆H₃₆N₄O₈S
• Molecular Weight: 564.66
• Mol file: 425644-03-7.mol

Synonyms:N⁸-benzyloxycarbonyl-N¹-tert-butyloxycarbonyl-N⁴-(2-nitrobenzenesulfonyl)-spermidine

Chemical Property of N⁸-benzyloxycarbonyl-N¹-tert-butyloxycarbonyl-N⁴-(2-nitrobenzenesulfonyl)-spermidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁸-benzyloxycarbonyl-N¹-tert-butyloxycarbonyl-N⁴-(2-nitrobenzenesulfonyl)-spermidine

There total 8 articles about N⁸-benzyloxycarbonyl-N¹-tert-butyloxycarbonyl-N⁴-(2-nitrobenzenesulfonyl)-spermidine 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: 74.0%

tert-butyl N-(3-chloropropyl)carbamate (116861-31-5) + N-(2-nitrobenzenesulfonyl)-N'-(benzyloxycarbonyl)-1,4-diaminobutane (425644-02-6) → N8-benzyloxycarbonyl-N1-tert-butyloxycarbonyl-N4-(2-nitrobenzenesulfonyl)-spermidine (425644-03-7)

Guidance literature:

With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 80 ℃; for 12h;

DOI:10.1021/jacs.1c09616

Reference yield: 70.0%

3-(tert-butoxycarbonylamino)propyl methanesulfonate (112663-43-1) + N-(2-nitrobenzenesulfonyl)-N'-(benzyloxycarbonyl)-1,4-diaminobutane (425644-02-6) → N8-benzyloxycarbonyl-N1-tert-butyloxycarbonyl-N4-(2-nitrobenzenesulfonyl)-spermidine (425644-03-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 12h;

DOI:10.1081/SCC-120002114

Reference yield:

N-tert-butoxycarbonyl-3-aminopropanol (58885-58-8) → N8-benzyloxycarbonyl-N1-tert-butyloxycarbonyl-N4-(2-nitrobenzenesulfonyl)-spermidine (425644-03-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

2: 70 percent / Cs₂CO₃ / dimethylformamide / 12 h / 60 °C

With caesium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 2: Fukuyama reaction;

DOI:10.1081/SCC-120002114

upstream raw materials:

3-(tert-butoxycarbonylamino)propyl methanesulfonate

N-(2-nitrobenzenesulfonyl)-N'-(benzyloxycarbonyl)-1,4-diaminobutane

N-tert-butoxycarbonyl-3-aminopropanol

di-tert-butyl dicarbonate

Downstream raw materials:

N⁸-benzyloxycarbonyl-N¹-tert-butoxycarbonylspermidine

N¹-tert-butyloxycarbonyl-N⁴,N⁸-dibenzyloxycarbonylspermidine

N^α-(benzyloxycarbonyl)-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionylglycyl-N⁵,N⁸-bis(tert-butoxycarbonyl)spermidine

N⁸-benzyloxycarbonyl-N¹,N⁴-di-tert-butoxycarbonylspermidine