N¹-<<1-Methyl-4-(N',N'-dicyclohexylguanilyl)pyrrol-2-yl>carbonyl>-N⁴,N⁸-bis(tert-butoxycarbonyl)spermidine

Base Information

• Chemical Name: N¹-<<1-Methyl-4-(N',N'-dicyclohexylguanilyl)pyrrol-2-yl>carbonyl>-N⁴,N⁸-bis(tert-butoxycarbonyl)spermidine
• CAS No.: 119437-16-0
• Molecular Formula: C₃₆H₆₃N₇O₅
• Molecular Weight: 673.94

Synonyms:N¹-<<1-Methyl-4-(N',N'-dicyclohexylguanilyl)pyrrol-2-yl>carbonyl>-N⁴,N⁸-bis(tert-butoxycarbonyl)spermidine

Chemical Property of N¹-<<1-Methyl-4-(N',N'-dicyclohexylguanilyl)pyrrol-2-yl>carbonyl>-N⁴,N⁸-bis(tert-butoxycarbonyl)spermidine

Chemical Property:

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Technology Process of N¹-<<1-Methyl-4-(N',N'-dicyclohexylguanilyl)pyrrol-2-yl>carbonyl>-N⁴,N⁸-bis(tert-butoxycarbonyl)spermidine

There total 4 articles about N¹-<<1-Methyl-4-(N',N'-dicyclohexylguanilyl)pyrrol-2-yl>carbonyl>-N⁴,N⁸-bis(tert-butoxycarbonyl)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:

N1,N5-di-boc-spermidine (68076-39-1) → N1-<<1-Methyl-4-(N',N'-dicyclohexylguanilyl)pyrrol-2-yl>carbonyl>-N4,N8-bis(tert-butoxycarbonyl)spermidine (119437-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 41 percent / N-ethyldiisopropylamine / tetrahydrofuran / 19 h / Ambient temperature

2: 1.) H₂, 2.) dicyclohexylcarbodiimide (DCC) / 1.) 10percent Pd/C / 1.) MeOH, 1 atm, r.t, 12 h, 2.) DMF, 24 h, r.t.

With hydrogen; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1021/jm00125a024

Reference yield:

1-methyl-4-nitro-1H-pyrrole-2-carbonyl chloride (28494-51-1) → N1-<<1-Methyl-4-(N',N'-dicyclohexylguanilyl)pyrrol-2-yl>carbonyl>-N4,N8-bis(tert-butoxycarbonyl)spermidine (119437-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 41 percent / N-ethyldiisopropylamine / tetrahydrofuran / 19 h / Ambient temperature

2: 1.) H₂, 2.) dicyclohexylcarbodiimide (DCC) / 1.) 10percent Pd/C / 1.) MeOH, 1 atm, r.t, 12 h, 2.) DMF, 24 h, r.t.

With hydrogen; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1021/jm00125a024

Reference yield:

guanidineacetic acid hydrochloride (14901-20-3) + N1-<(1-Methyl-4-nitropyrrol-2-yl)carbonyl>-N4,N8-bis-(tert-butoxycarbonyl)spermidine (119436-86-1) → N1-<<1-Methyl-4-(N',N'-dicyclohexylguanilyl)pyrrol-2-yl>carbonyl>-N4,N8-bis(tert-butoxycarbonyl)spermidine (119437-16-0) + N1-<<1-Methyl-4-(guanidinoacetamido)pyrrol-2-yl>carbonyl>-N4,N8-bis(tert-butoxycarbonyl)spermidine hydrochloride (119436-89-4)

Guidance literature:

With hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; Yield given. Multistep reaction. Yields of byproduct given; 1.) MeOH, 1 atm, r.t, 12 h, 2.) DMF, 24 h, r.t.;

DOI:10.1021/jm00125a024

upstream raw materials:

guanidineacetic acid hydrochloride

N¹-<(1-Methyl-4-nitropyrrol-2-yl)carbonyl>-N⁴,N⁸-bis-(tert-butoxycarbonyl)spermidine

dicyclohexyl-carbodiimide

N₁,N₅-di-boc-spermidine

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