N-t-Boc-phenylalanine Cyclohexylamide

Base Information

• Chemical Name: N-t-Boc-phenylalanine Cyclohexylamide
• CAS No.: 169566-77-2
• Molecular Formula: C20H30 N2 O3
• Molecular Weight: 346.47
• Mol file: 169566-77-2.mol

Synonyms:Carbamicacid, [2-(cyclohexylamino)-2-oxo-1-(phenylmethyl)ethyl]-, 1,1-dimethylethylester, (S)-

Chemical Property of N-t-Boc-phenylalanine Cyclohexylamide

Chemical Property:

• Refractive Index: 1.535
• PSA: 67.43000
• LogP: 4.35310

Purity/Quality:

97% ^*data from raw suppliers

N-t-Boc-phenylalanine cyclohexylamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-t-Boc-phenylalanine Cyclohexylamide

There total 8 articles about N-t-Boc-phenylalanine Cyclohexylamide 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: 92.2%

cyclohexylamine (108-91-8,157973-60-9) + Boc-Phe-ONSu (3674-06-4) → N-tert-butyloxycarbonyl-(L)-phenylalanine cyclohexylamide (169566-77-2)

Guidance literature:

In dichloromethane; at 0 ℃; for 1h;

DOI:10.1002/hlca.19950780305

Reference yield: 86.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + cyclohexylamine hydrochloride (4998-76-9) → N-tert-butyloxycarbonyl-(L)-phenylalanine cyclohexylamide (169566-77-2)

Guidance literature:

With pyridine; di-tert-butyl dicarbonate; sodium hydrogencarbonate; In acetonitrile;

Reference yield: 74.8%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + cyclohexylamine (108-91-8,157973-60-9) + 1-(4-carboxyphenyl)-3-(4-nitrophenyl)-2-pyrazolin-5-one → N-tert-butyloxycarbonyl-(L)-phenylalanine cyclohexylamide (169566-77-2)

Guidance literature:

1-(4-carboxyphenyl)-3-(4-nitrophenyl)-2-pyrazolin-5-one; amino polystyrene; With dacarbazine; dmap; In N,N-dimethyl-formamide; for 24h;

N-tert-butoxycarbonyl-L-phenylalanine; With dacarbazine; dmap; In N,N-dimethyl-formamide; for 24h;

cyclohexylamine; In tetrahydrofuran; dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2003.09.044

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

cyclohexylamine

Boc-Phe-ONSu

cyclohexylamine hydrochloride

Downstream raw materials:

(S)-Pyrrolidine-2-carboxylic acid ((S)-1-cyclohexylcarbamoyl-2-phenyl-ethyl)-amide

(S)-2-((S)-1-Cyclohexylcarbamoyl-2-phenyl-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

[(S)-2-[(S)-2-((S)-1-Cyclohexylcarbamoyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1-(4-hydroxy-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

(2R,5S)-5-benzyl-3-cyclohexyl-2-phenyltetrahydro-4H-imidazol-4-one

Refernces

• 1、 Lu, Yingpeng,Zheng, Changwu,Yang, Yingquan,Zhao, Gang,Zou, Gang. "Highly enantioselective epoxidation of α,β-unsaturated ketones catalyzed by primary-secondary diamines". supporting information; experimental part. p. 3129 - 3133. Retrieved 2012/01/03.
• 2、 Fujita, Yoshio,Tsuda, Yuko,Li, Tingyou,Motoyama, Takashi,Takahashi, Motohiro,Shimizu, Yoshiro,Yokoi, Toshio,Sasaki, Yusuke,Ambo, Akihiro,Kita, Atsuko,Jinsmaa, Yunden,Bryant, Sharon D.,Lazarus, Lawrence H.,Okada, Yoshio. "Development of potent bifunctional endomorphin-2 analogues with mixed μ-/δ-opioid agonist and δ-opioid antagonist properties". . p. 3591 - 3599. Retrieved 2007/10/03.