2-(S)-(triphenylmethylamino)-3-<1-(triphenylmethyl)imidazol-4(5)-yl>propanol ditrityl-L-histidinol

Base Information

• Chemical Name: 2-(S)-(triphenylmethylamino)-3-<1-(triphenylmethyl)imidazol-4(5)-yl>propanol ditrityl-L-histidinol
• CAS No.: 223910-41-6
• Molecular Formula: C₄₄H₃₉N₃O
• Molecular Weight: 625.813
• Mol file: 223910-41-6.mol

Synonyms:2-(S)-(triphenylmethylamino)-3-<1-(triphenylmethyl)imidazol-4(5)-yl>propanol ditrityl-L-histidinol

Chemical Property of 2-(S)-(triphenylmethylamino)-3-<1-(triphenylmethyl)imidazol-4(5)-yl>propanol ditrityl-L-histidinol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(S)-(triphenylmethylamino)-3-<1-(triphenylmethyl)imidazol-4(5)-yl>propanol ditrityl-L-histidinol

There total 4 articles about 2-(S)-(triphenylmethylamino)-3-<1-(triphenylmethyl)imidazol-4(5)-yl>propanol ditrityl-L-histidinol 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: 93.0%

2-(S)-(triphenylmethylamino)-3-<1-(triphenylmethyl)imidazol-4(5)-yl>propanoic acid methyl ester ditrityl-L-histidine methyl ester (22888-57-9) → 2-(S)-(triphenylmethylamino)-3-<1-(triphenylmethyl)imidazol-4(5)-yl>propanol ditrityl-L-histidinol (223910-41-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.tet.2011.11.066

Reference yield:

l-histidine methyl ester dihydrochloride (4467-54-3,5619-10-3,7389-87-9,18684-16-7,22888-60-4,32381-17-2,92742-29-5,100009-20-9) → 2-(S)-(triphenylmethylamino)-3-<1-(triphenylmethyl)imidazol-4(5)-yl>propanol ditrityl-L-histidinol (223910-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Et₃N / acetonitrile / Ambient temperature

2: 1.) LiAlH₄, 2.) aq. NaOH / 1.) THF, 2.) THF, RT, 15 min

With sodium hydroxide; lithium aluminium tetrahydride; triethylamine; In acetonitrile;

DOI:10.1021/jm980408v

Reference yield:

trityl chloride (76-83-5) → 2-(S)-(triphenylmethylamino)-3-<1-(triphenylmethyl)imidazol-4(5)-yl>propanol ditrityl-L-histidinol (223910-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Et₃N / acetonitrile / Ambient temperature

2: 1.) LiAlH₄, 2.) aq. NaOH / 1.) THF, 2.) THF, RT, 15 min

With sodium hydroxide; lithium aluminium tetrahydride; triethylamine; In acetonitrile;

DOI:10.1021/jm980408v

upstream raw materials:

2-(S)-(triphenylmethylamino)-3-<1-(triphenylmethyl)imidazol-4(5)-yl>propanoic acid methyl ester ditrityl-L-histidine methyl ester

trityl chloride

l-histidine methyl ester dihydrochloride

Downstream raw materials:

2-(S)-(triphenylmethylamino)-3-<1-(triphenylmethyl)imidazol-4(5)-yl>propyl benzyl ether

C₄₆H₄₃N₃O

C₄₇H₄₁N₃O

(S)-histidinol

Refernces

• 1、 Gilbert, Adam M.,Bursavich, Matthew G.,Alon, Nippa,Bhat, Bheem M.,Bex, Frederick J.,Cain, Michael,Coleburn, Valerie,Gironda, Virginia,Green, Paula,Hauze, Diane B.,Kharode, Yogendra,Krishnamurthy, Girija,Kirisits, Matthew,Lam, Ho-Sun,Liu, Yao-Bin,Lombardi, Sabrina,Matteo, Jeanne,Murrills, Richard,Robinson, John A.,Selim, Sally,Sharp, Michael,Unwalla, Raymond,Varadarajan, Usha,Zhao, Weiguang,Yaworsky, Paul J.. "Hit to lead studies on (hetero)arylpyrimidines-Agonists of the canonical Wnt-β-catenin cellular messaging system". scheme or table. p. 366 - 370. Retrieved 2010/04/06.