(S)-1-(4-Nitro-benzyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid methyl ester

Base Information

• Chemical Name: (S)-1-(4-Nitro-benzyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid methyl ester
• CAS No.: 159903-78-3
• Molecular Formula: C₁₅H₁₆N₄O₄
• Molecular Weight: 316.316
• Mol file: 159903-78-3.mol

Synonyms:(S)-1-(4-Nitro-benzyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid methyl ester

Chemical Property of (S)-1-(4-Nitro-benzyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-(4-Nitro-benzyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid methyl ester

There total 5 articles about (S)-1-(4-Nitro-benzyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid 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:

(4-nitrophenyl)methyl trifluoromethanesulfonate (114533-06-1) → (S)-1-(4-Nitro-benzyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid methyl ester (159903-78-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) CH₂Cl₂, from -75 deg C to RT, 8 h, 2.) CH₂Cl₂, pH 7, 1.5 h

2: 6 N HCl / methanol / 1.5 h / Heating

3: H₂O / 1.) RT, 30 min, 2.) reflux, 90 min

4: HCl / methanol / 24 h / Heating

With hydrogenchloride; In methanol; water;

DOI:10.1021/jm00115a014

Reference yield:

N-(t-Butoxycarbonyl)-3-(4-nitrobenzyl)-L-histidine methyl ester (111102-61-5) → (S)-1-(4-Nitro-benzyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid methyl ester (159903-78-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 6 N HCl / methanol / 1.5 h / Heating

2: H₂O / 1.) RT, 30 min, 2.) reflux, 90 min

3: HCl / methanol / 24 h / Heating

With hydrogenchloride; In methanol; water;

DOI:10.1021/jm00115a014

Reference yield:

3-(4-Nitrobenzyl)-L-histidine dihydrochloride (111102-68-2) → (S)-1-(4-Nitro-benzyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid methyl ester (159903-78-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O / 1.) RT, 30 min, 2.) reflux, 90 min

2: HCl / methanol / 24 h / Heating

With hydrogenchloride; In methanol; water;

DOI:10.1021/jm00115a014

upstream raw materials:

trimethyl orthoformate

(4-nitrophenyl)methyl trifluoromethanesulfonate

N-(t-Butoxycarbonyl)-3-(4-nitrobenzyl)-L-histidine methyl ester

3-(4-Nitrobenzyl)-L-histidine dihydrochloride

Downstream raw materials:

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

(S)-5-Diphenylacetyl-1-(4-nitro-benzyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid

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

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