N¹-(4-benzyloxybutyl)-N⁴,N⁷-bis(tert-butoxycarbonyl)-N¹-(mesitylenesulfonyl)norspermidine

Base Information

• Chemical Name: N¹-(4-benzyloxybutyl)-N⁴,N⁷-bis(tert-butoxycarbonyl)-N¹-(mesitylenesulfonyl)norspermidine
• CAS No.: 847829-17-8
• Molecular Formula: C₃₆H₅₇N₃O₇S
• Molecular Weight: 675.93

Synonyms:N¹-(4-benzyloxybutyl)-N⁴,N⁷-bis(tert-butoxycarbonyl)-N¹-(mesitylenesulfonyl)norspermidine

Chemical Property of N¹-(4-benzyloxybutyl)-N⁴,N⁷-bis(tert-butoxycarbonyl)-N¹-(mesitylenesulfonyl)norspermidine

Chemical Property:

Purity/Quality:

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Technology Process of N¹-(4-benzyloxybutyl)-N⁴,N⁷-bis(tert-butoxycarbonyl)-N¹-(mesitylenesulfonyl)norspermidine

There total 4 articles about N¹-(4-benzyloxybutyl)-N⁴,N⁷-bis(tert-butoxycarbonyl)-N¹-(mesitylenesulfonyl)norspermidine 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: 78.0%

N1,N4-bis(tert-butoxycarbonyl)-N7-(mesitylenesulfonyl)norspermidine (857941-12-9) + 4-bromobutyl benzyl ether (60789-54-0) → N1-(4-benzyloxybutyl)-N4,N7-bis(tert-butoxycarbonyl)-N1-(mesitylenesulfonyl)norspermidine (847829-17-8)

Guidance literature:

N¹,N⁴-bis(tert-butoxycarbonyl)-N⁷-(mesitylenesulfonyl)norspermidine; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1.75h;

4-bromobutyl benzyl ether; In N,N-dimethyl-formamide; for 19h;

DOI:10.1021/jm048974f

Reference yield:

(3-tert-butoxycarbonylaminobutyl)-(2-cyanoethyl)carbamic acid tert-butyl ester (147875-12-5) → N1-(4-benzyloxybutyl)-N4,N7-bis(tert-butoxycarbonyl)-N1-(mesitylenesulfonyl)norspermidine (847829-17-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: aq. NaOH; H₂ / Raney Ni / ethanol / 12 h / 2585.74 - 2844.31 Torr

2.1: 11.38 g / CH₂Cl₂; H₂O / 12 h / 20 °C

3.1: sodium hydride / dimethylformamide / 1.75 h / 0 - 20 °C

3.2: 78 percent / dimethylformamide / 19 h

With sodium hydroxide; hydrogen; sodium hydride; nickel; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm048974f

Reference yield:

2-mesitylenesulphonyl chloride (773-64-8) → N1-(4-benzyloxybutyl)-N4,N7-bis(tert-butoxycarbonyl)-N1-(mesitylenesulfonyl)norspermidine (847829-17-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 11.38 g / CH₂Cl₂; H₂O / 12 h / 20 °C

2.1: sodium hydride / dimethylformamide / 1.75 h / 0 - 20 °C

2.2: 78 percent / dimethylformamide / 19 h

With sodium hydride; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm048974f

upstream raw materials:

N¹,N⁴-bis(tert-butoxycarbonyl)-N⁷-(mesitylenesulfonyl)norspermidine

4-bromobutyl benzyl ether

2-mesitylenesulphonyl chloride

N-(3-aminopropyl)-N,N'-bis(tert-butoxycarbonyl)propane-1,3-diamine

Downstream raw materials:

ethyl (S)-4,5-dihydro-2-[2-hydroxy-4-[12-(tert-butoxycarbonylamino)-5,9-bis(tert-butoxycarbonyl)-5,9-diazadodecyloxy]phenyl]-4-methyl-4-thiazolecarboxylate

(S)-4,5-dihydro-2-[2-hydroxy-4-[12-(tert-butoxycarbonylamino)-5,9-bis(tert-butoxycarbonyl)-5,9-diazadodecyloxy]phenyl]-4-methyl-4-thiazolecarboxylic acid

N¹,N⁴,N⁷-tris(tert-butoxycarbonyl)-N¹-[4-(tosyloxy)butyl]norspermidine

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