3-(tert-butoxycarbonyl)-N¹,N⁵-bis(2-nitrophenylsulfonyl)-3-azapentane-1,5-diamine

Base Information

• Chemical Name: 3-(tert-butoxycarbonyl)-N¹,N⁵-bis(2-nitrophenylsulfonyl)-3-azapentane-1,5-diamine
• CAS No.: 353246-02-3
• Molecular Formula: C₂₁H₂₇N₅O₁₀S₂
• Molecular Weight: 573.605

Synonyms:3-(tert-butoxycarbonyl)-N¹,N⁵-bis(2-nitrophenylsulfonyl)-3-azapentane-1,5-diamine

Chemical Property of 3-(tert-butoxycarbonyl)-N¹,N⁵-bis(2-nitrophenylsulfonyl)-3-azapentane-1,5-diamine

Chemical Property:

Purity/Quality:

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Technology Process of 3-(tert-butoxycarbonyl)-N¹,N⁵-bis(2-nitrophenylsulfonyl)-3-azapentane-1,5-diamine

There total 3 articles about 3-(tert-butoxycarbonyl)-N¹,N⁵-bis(2-nitrophenylsulfonyl)-3-azapentane-1,5-diamine 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: 87.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-nitro-[N-(2{2[(2-nitrophenyl)sulfonylamino]ethylamino})ethyl]benzenesulfonamide (290325-99-4) → 3-(tert-butoxycarbonyl)-N1,N5-bis(2-nitrophenylsulfonyl)-3-azapentane-1,5-diamine (353246-02-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(01)00328-3

Reference yield:

2-Nitrobenzenesulfonyl chloride (1694-92-4) → 3-(tert-butoxycarbonyl)-N1,N5-bis(2-nitrophenylsulfonyl)-3-azapentane-1,5-diamine (353246-02-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / NaHCO₃ / tetrahydrofuran / 12 h / 20 °C

2: 87 percent / Et₃N / tetrahydrofuran / 24 h / 20 °C

With sodium hydrogencarbonate; triethylamine; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)00328-3

Reference yield:

tert-butyldicarbonate (34619-03-9) + 2-nitro-[N-(2{2[(2-nitrophenyl)sulfonylamino]ethylamino})ethyl]benzenesulfonamide (290325-99-4) → 3-(tert-butoxycarbonyl)-N1,N5-bis(2-nitrophenylsulfonyl)-3-azapentane-1,5-diamine (353246-02-3)

Guidance literature:

With sodium hydroxide; In water; acetonitrile; at 25 ℃; for 3h;

upstream raw materials:

di-tert-butyl dicarbonate

2-nitro-[N-(2{2[(2-nitrophenyl)sulfonylamino]ethylamino})ethyl]benzenesulfonamide

2-Nitrobenzenesulfonyl chloride

tert-butyldicarbonate

Downstream raw materials:

tert-butyl 3,9-bis(2-nitrophenylsulfonyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadecane-1⁽¹⁵⁾,11,13-triene-6-carbamate

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