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

Base Information

• Chemical Name: N⁶-α-(tert-Butyloxycarbonyl)-N_(im)-(2,4-dinitrophenyl)-L-histidyl>-6-aminohexyl 2-cyanoethyl N,N-diisopropylphosphoramidite
• CAS No.: 149624-97-5
• Molecular Formula: C₃₂H₄₉N₈O₉P
• Molecular Weight: 720.763

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

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

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

There total 3 articles about N⁶-α-(tert-Butyloxycarbonyl)-N_(im)-(2,4-dinitrophenyl)-L-histidyl>-6-aminohexyl 2-cyanoethyl N,N-diisopropylphosphoramidite 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: 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

Reference yield:

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-aminohexyl 2-cyanoethyl N,N-diisopropylphosphoramidite (149624-97-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 0.5 h / Ambient temperature

2: 77 percent / (i-Pr)2NEt / CH₂Cl₂ / 0.17 h / Ambient temperature

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00069a022

Reference yield:

Boc-His(Dnp)-OH (25024-53-7) → N6-α-(tert-Butyloxycarbonyl)-N(im)-(2,4-dinitrophenyl)-L-histidyl>-6-aminohexyl 2-cyanoethyl N,N-diisopropylphosphoramidite (149624-97-5)

Guidance literature:

Multi-step reaction with 3 steps

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

2: tetrahydrofuran / 0.5 h / Ambient temperature

3: 77 percent / (i-Pr)2NEt / CH₂Cl₂ / 0.17 h / Ambient temperature

With pyridine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00069a022

upstream raw materials:

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

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

Boc-His(Dnp)-OH

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

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