N-(α)-[(9H-fluoren-9-ylmethoxy)carbonyl]-N(π),N(τ)-bis(3-cyclohexyl propyl)-L-histidine methyl ester

Base Information

Chemical Name:N-(α)-[(9H-fluoren-9-ylmethoxy)carbonyl]-N(π),N(τ)-bis(3-cyclohexyl propyl)-L-histidine methyl ester
CAS No.:1448803-56-2
Molecular Formula:C₄₀H₅₄N₃O₄
Molecular Weight:640.886
Hs Code.:

Synonyms:N-(α)-[(9H-fluoren-9-ylmethoxy)carbonyl]-N(π),N(τ)-bis(3-cyclohexyl propyl)-L-histidine methyl ester

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Chemical Property of N-(α)-[(9H-fluoren-9-ylmethoxy)carbonyl]-N(π),N(τ)-bis(3-cyclohexyl propyl)-L-histidine methyl ester

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Technology Process of N-(α)-[(9H-fluoren-9-ylmethoxy)carbonyl]-N(π),N(τ)-bis(3-cyclohexyl propyl)-L-histidine methyl ester

There total 2 articles about N-(α)-[(9H-fluoren-9-ylmethoxy)carbonyl]-N(π),N(τ)-bis(3-cyclohexyl propyl)-L-histidine methyl ester 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: 70.0%

: 937801-67-7
methyl-N^α-(((9H-fluoren-9-yl)methoxy)carbonyl)-N^τ-trityl-L-histidinate

: 1124-63-6
3-cyclohexylpropan-1-ol

: 1448803-56-2
N-(α)-[(9H-fluoren-9-ylmethoxy)carbonyl]-N(π),N(τ)-bis(3-cyclohexyl propyl)-L-histidine methyl ester

: 1448803-57-3
N-(α)-[(9H-fluoren-9-ylmethoxy) carbonyl]-N(π)-(3-cyclohexyl propyl)-L-histidine methyl ester

Guidance literature:: 3-cyclohexylpropan-1-ol; With trifluoromethylsulfonic anhydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -75 ℃; for 0.5h; Inert atmosphere;

N(α)-[(9H-fluoren-9-ylmethoxy)carbonyl]-N(τ)-(triphenylmethyl)-L-histidine methyl ester; In dichloromethane; at -75 - 20 ℃; for 18h; Inert atmosphere;

With chlorotriisopropylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.bmcl.2013.06.016

Reference yield:

: 109425-51-6
Fmoc-His(Trt)-OH

: 1448803-56-2
N-(α)-[(9H-fluoren-9-ylmethoxy)carbonyl]-N(π),N(τ)-bis(3-cyclohexyl propyl)-L-histidine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / tetrahydrofuran / -13 - 20 °C / Schlenk technique; Inert atmosphere

2.1: trifluoromethylsulfonic anhydride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / -75 °C / Inert atmosphere

2.2: 18 h / -75 - 20 °C / Inert atmosphere

2.3: 2 h / 20 °C

With trifluoromethylsulfonic anhydride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmcl.2013.06.016