5-((tert-butoxycarbonylamino)methyl)-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride

Base Information

• Chemical Name: 5-((tert-butoxycarbonylamino)methyl)-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride
• CAS No.: 949014-72-6
• Molecular Formula: C₂₇H₃₈N₃O₂*Cl
• Molecular Weight: 472.071

Synonyms:5-((tert-butoxycarbonylamino)methyl)-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride

Chemical Property of 5-((tert-butoxycarbonylamino)methyl)-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride

Chemical Property:

Purity/Quality:

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Technology Process of 5-((tert-butoxycarbonylamino)methyl)-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride

There total 2 articles about 5-((tert-butoxycarbonylamino)methyl)-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride 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: 90.0%

tert-butyl 2,3-bis(mesitylamino)propylcarbamate + orthoformic acid triethyl ester (122-51-0) → 5-((tert-butoxycarbonylamino)methyl)-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride (949014-72-6)

Guidance literature:

With ammonium chloride; at 120 ℃; for 16h;

DOI:10.1002/anie.200701258

Reference yield:

N,N'-dimesitylpropane-1,2,3-triamine → 5-((tert-butoxycarbonylamino)methyl)-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride (949014-72-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / dichloromethane / 20 °C

2: ammonium chloride / 16 h / 120 °C

With dmap; ammonium chloride; In dichloromethane;

DOI:10.1039/c5ob00428d

Reference yield: 61.0%

Grubbs catalyst first generation + 5-((tert-butoxycarbonylamino)methyl)-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride (949014-72-6) → RuCl2(CHC6H5)(P(C6H11)3)(C(NC6H2(CH3)3)2CH2CHCH2NHC(O)OC(CH3)3)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; reaction at room temp. for 17 h;

DOI:10.1002/anie.200701258

upstream raw materials:

orthoformic acid triethyl ester

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