N-(2,2'-dimethylpropylidene)-N_im-trityl-L-histidine-N'-methylamide

Base Information

• Chemical Name: N-(2,2'-dimethylpropylidene)-N_im-trityl-L-histidine-N'-methylamide
• CAS No.: 145695-70-1
• Molecular Formula: C₃₁H₃₄N₄O
• Molecular Weight: 478.637
• Mol file: 145695-70-1.mol

Synonyms:N-(2,2'-dimethylpropylidene)-N_im-trityl-L-histidine-N'-methylamide

Chemical Property of N-(2,2'-dimethylpropylidene)-N_im-trityl-L-histidine-N'-methylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2,2'-dimethylpropylidene)-N_im-trityl-L-histidine-N'-methylamide

There total 2 articles about N-(2,2'-dimethylpropylidene)-N_im-trityl-L-histidine-N'-methylamide 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: 94.0%

pivalaldehyde (630-19-3) + Nim-trityl-L-histidine N'-methylamide (145695-69-8) → N-(2,2'-dimethylpropylidene)-Nim-trityl-L-histidine-N'-methylamide (145695-70-1)

Guidance literature:

With 4 A molecular sieve; sodium hydrogencarbonate; potassium carbonate; In dichloromethane; for 96h;

DOI:10.1021/jo00055a027

Reference yield:

Nim-trityl-L-histidine methyl ester dihydrochloride (32946-56-8) → N-(2,2'-dimethylpropylidene)-Nim-trityl-L-histidine-N'-methylamide (145695-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / ethanol / 72 h / Ambient temperature

2: 94 percent / K₂CO₃, NaHCO₃, molecular sieves 4 Angstroem / CH₂Cl₂ / 96 h

With 4 A molecular sieve; sodium hydrogencarbonate; potassium carbonate; In ethanol; dichloromethane;

DOI:10.1021/jo00055a027

Reference yield:

N-(2,2'-dimethylpropylidene)-Nim-trityl-L-histidine-N'-methylamide (145695-70-1) → 3-benzoyl-2-(1,1-dimethylethyl)-1-methylspiropyrrolo<1,2-c>imidazol>-5-one

Guidance literature:

Multi-step reaction with 4 steps

1: 2) Na₂CO₃ / 1) 150 deg C, 1 h, 2) CH₂Cl₂, 1 h

2: 1) LDA, HMPA, molecular sieves 4 Angstroem, 2) TMEDA / 1) THF, -70 deg C, 10 min, 2) RT, 1 h

3: 90 percent / 6N HCl / toluene / 4 h / 100 °C

4: 71 percent / Na₂CO₃ / propan-2-ol / 15 h / Heating

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; sodium carbonate; lithium diisopropyl amide; In isopropyl alcohol; toluene;

DOI:10.1021/jo00055a027

upstream raw materials:

pivalaldehyde

N_im-trityl-L-histidine N'-methylamide

N_im-trityl-L-histidine methyl ester dihydrochloride

Downstream raw materials:

(2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-1-methyl-4-<(N_im-tritylimidazol-4'-yl)methyl>-1,3-imidazolidin-5-one

(2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-4-(fluoromethyl)-4-(4'-imidazolylmethyl)-1-methyl-1,3-imidazolidin-5-one

(2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-4-(chloromethyl)-4-(4'-imidazolylmethyl)-1-methyl-1,3-imidazolidin-5-one

(2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-4-(chloromethyl)-4<(N_im-tritylimidazol-4'-yl)methyl>-1-methyl-1,3-imidazolidin-5-one