3-(Cyclohexylmethyl)-L-histidine dihydrochloride

Base Information

• Chemical Name: 3-(Cyclohexylmethyl)-L-histidine dihydrochloride
• CAS No.: 111102-74-0
• Molecular Formula: C₁₃H₂₁N₃O₂*2ClH
• Molecular Weight: 324.251
• Mol file: 111102-74-0.mol

Synonyms:3-(Cyclohexylmethyl)-L-histidine dihydrochloride

Chemical Property of 3-(Cyclohexylmethyl)-L-histidine dihydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(Cyclohexylmethyl)-L-histidine dihydrochloride

There total 4 articles about 3-(Cyclohexylmethyl)-L-histidine dihydrochloride 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: 92.0%

N-(t-Butoxycarbonyl)-3-(cyclohexylmethyl)-L-histidine methyl ester (111102-66-0) → 3-(Cyclohexylmethyl)-L-histidine dihydrochloride (111102-74-0)

Guidance literature:

With hydrogenchloride; In methanol; for 1.5h; Heating;

DOI:10.1055/s-1987-27828

Reference yield:

N-<(1,1-dimethylethoxy)carbonyl>-3-<(3-methyl-4-nitrophenyl)methyl>-L-histidine methyl ester (114787-83-6) → 3-(Cyclohexylmethyl)-L-histidine dihydrochloride (111102-74-0)

Guidance literature:

With hydrogenchloride; In methanol; for 1.5h; Heating;

DOI:10.1021/jm00115a014

Reference yield:

histidine methyl ester hydrochloride (4467-54-3,5619-10-3,7389-87-9,18684-16-7,22888-60-4,32381-17-2,92742-29-5,100009-20-9) → 3-(Cyclohexylmethyl)-L-histidine dihydrochloride (111102-74-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / triethylamine / methanol / 48 h / Ambient temperature

2: 1.) triflic anhydride, diisopropylethylamine / 1.) CH₂Cl₂, -75 deg C, 15 min, 2.) CH₂Cl₂, -75 deg C -> room temp., 5 h; room temp., 24 h

3: 92 percent / aq. HCl / methanol / 1.5 h / Heating

With hydrogenchloride; trifluoromethylsulfonic anhydride; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol;

DOI:10.1055/s-1987-27828

upstream raw materials:

N-(t-Butoxycarbonyl)-3-(cyclohexylmethyl)-L-histidine methyl ester

N-<(1,1-dimethylethoxy)carbonyl>-3-<(3-methyl-4-nitrophenyl)methyl>-L-histidine methyl ester

histidine methyl ester hydrochloride

4-(2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-1H-imidazole-1-carboxylic acid tert-butyl ester

Downstream raw materials:

(S)-1-Cyclohexylmethyl-5-diphenylacetyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid