N⁶-α-(tert-Butyloxycarbonyl)-N_(im)-(2,4-dinitrophenyl)-L-histidyl>-6-amino-1-hexanol

Base Information

• Chemical Name: N⁶-α-(tert-Butyloxycarbonyl)-N_(im)-(2,4-dinitrophenyl)-L-histidyl>-6-amino-1-hexanol
• CAS No.: 149624-93-1
• Molecular Formula: C₂₃H₃₂N₆O₈
• Molecular Weight: 520.542

Synonyms:N⁶-α-(tert-Butyloxycarbonyl)-N_(im)-(2,4-dinitrophenyl)-L-histidyl>-6-amino-1-hexanol

Chemical Property of N⁶-α-(tert-Butyloxycarbonyl)-N_(im)-(2,4-dinitrophenyl)-L-histidyl>-6-amino-1-hexanol

Chemical Property:

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Technology Process of N⁶-α-(tert-Butyloxycarbonyl)-N_(im)-(2,4-dinitrophenyl)-L-histidyl>-6-amino-1-hexanol

There total 2 articles about N⁶-α-(tert-Butyloxycarbonyl)-N_(im)-(2,4-dinitrophenyl)-L-histidyl>-6-amino-1-hexanol 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:

Boc-His(Dnp)-OH (25024-53-7) → N6-α-(tert-Butyloxycarbonyl)-N(im)-(2,4-dinitrophenyl)-L-histidyl>-6-amino-1-hexanol (149624-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine, DCC / tetrahydrofuran / 24 h / Ambient temperature

2: tetrahydrofuran / 0.5 h / Ambient temperature

With pyridine; dicyclohexyl-carbodiimide; In tetrahydrofuran;

DOI:10.1021/jo00069a022

Reference yield:

6-amino-1-hexanol (4048-33-3) + Nα-(tert-Butyloxycarbonyl)-N(im)-(2,4-dinitrophenyl)-L-histidine p-nitrophenyl ester (51782-61-7) → N6-α-(tert-Butyloxycarbonyl)-N(im)-(2,4-dinitrophenyl)-L-histidyl>-6-amino-1-hexanol (149624-93-1)

Guidance literature:

In tetrahydrofuran; for 0.5h; Yield given; Ambient temperature;

DOI:10.1021/jo00069a022

Reference yield: 77.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + N6-α-(tert-Butyloxycarbonyl)-N(im)-(2,4-dinitrophenyl)-L-histidyl>-6-amino-1-hexanol (149624-93-1) → N6-α-(tert-Butyloxycarbonyl)-N(im)-(2,4-dinitrophenyl)-L-histidyl>-6-aminohexyl 2-cyanoethyl N,N-diisopropylphosphoramidite (149624-97-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.166667h; Ambient temperature;

DOI:10.1021/jo00069a022

upstream raw materials:

6-amino-1-hexanol

N_α-(tert-Butyloxycarbonyl)-N_(im)-(2,4-dinitrophenyl)-L-histidine p-nitrophenyl ester

Boc-His(Dnp)-OH

Downstream raw materials:

N⁶-α-(tert-Butyloxycarbonyl)-N_(im)-(2,4-dinitrophenyl)-L-histidyl>-6-aminohexyl 2-cyanoethyl N,N-diisopropylphosphoramidite

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