(S)-methyl 2-(tert-butoxycarbonylamino)-3-(1-methyl-1H-imidazol-5-yl)propanoate

Base Information

• Chemical Name: (S)-methyl 2-(tert-butoxycarbonylamino)-3-(1-methyl-1H-imidazol-5-yl)propanoate
• CAS No.: 72212-51-2
• Molecular Formula: C₁₃H₂₁N₃O₄
• Molecular Weight: 283.327
• Hs Code.: 2933299090

Synonyms:

Chemical Property of (S)-methyl 2-(tert-butoxycarbonylamino)-3-(1-methyl-1H-imidazol-5-yl)propanoate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Methyl (S)-2-(Boc-amino)-3-(1-methyl-5-imidazolyl)propanoate ^*data from reagent suppliers

Safty Information:

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Technology Process of (S)-methyl 2-(tert-butoxycarbonylamino)-3-(1-methyl-1H-imidazol-5-yl)propanoate

There total 8 articles about (S)-methyl 2-(tert-butoxycarbonylamino)-3-(1-methyl-1H-imidazol-5-yl)propanoate 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: 98.0%

methanol (67-56-1) + Boc-L-(?-Me)-His-OH (61070-22-2,200871-84-7) → (S)-methyl 2-(tert-butoxycarbonylamino)-3-(1-methyl-1H-imidazol-5-yl)propanoate (72212-51-2)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1002/anie.201509863

Reference yield: 75.0%

4-(2-tert-butoxycarbonylamino-2-methoxycarbonylethyl)-3-methyl-1-trityl-3H-imidazolyl-1-ium iodide (945386-72-1) → (S)-methyl 2-(tert-butoxycarbonylamino)-3-(1-methyl-1H-imidazol-5-yl)propanoate (72212-51-2)

Guidance literature:

4-(2-tert-butoxycarbonylamino-2-methoxycarbonylethyl)-3-methyl-1-trityl-3H-imidazolyl-1-ium iodide; With silver(I) acetate; acetic acid; In water; at 20 ℃; for 20h;

With potassium carbonate; In water;

Reference yield: 67.0%

(Z)-methyl 2-(tert-butoxycarbonylamino)-3-(1-methyl-1H-imidazol-5-yl)acrylate → (S)-methyl 2-(tert-butoxycarbonylamino)-3-(1-methyl-1H-imidazol-5-yl)propanoate (72212-51-2)

Guidance literature:

With (-)-1,2-bis-((2R,5R)-2,5-diethylphospholano)benzene(cyclooctadiene) rhodium(I) trifluoromethanesulfonate; hydrogen; In 2,2,2-trifluoroethanol; at 50 ℃; under 5171.62 Torr;

DOI:10.1055/s-0035-1562796

upstream raw materials:

4-(2-tert-butoxycarbonylamino-2-methoxycarbonylethyl)-3-methyl-1-trityl-3H-imidazolyl-1-ium iodide

methyl trifluoromethanesulfonate

(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(1H-imidazol-4-yl)propanoate

methanol

Downstream raw materials:

nosyl-(?-Me)-L-His-OMe

tosyl-(?-Me)-L-His-OMe

nosyl-(?-Me)-L-His-OH

tosyl-(?-Me)-L-His-OH

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