(S)-methyl 2-(benzyloxycarbonylamino)-3-(1-methyl-1H-imidazol-4-yl)propanoate

Base Information

• Chemical Name: (S)-methyl 2-(benzyloxycarbonylamino)-3-(1-methyl-1H-imidazol-4-yl)propanoate
• CAS No.: 890306-83-9
• Molecular Formula: C₁₆H₁₉N₃O₄
• Molecular Weight: 317.345

Synonyms:(S)-methyl 2-(benzyloxycarbonylamino)-3-(1-methyl-1H-imidazol-4-yl)propanoate

Chemical Property of (S)-methyl 2-(benzyloxycarbonylamino)-3-(1-methyl-1H-imidazol-4-yl)propanoate

Chemical Property:

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Technology Process of (S)-methyl 2-(benzyloxycarbonylamino)-3-(1-methyl-1H-imidazol-4-yl)propanoate

There total 6 articles about (S)-methyl 2-(benzyloxycarbonylamino)-3-(1-methyl-1H-imidazol-4-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: 79.0%

(R)-7-Methoxycarbonyl-2-methyl-5-oxo-6,7,8,8a-tetrahydro-5H-4λ5-imidazo[1,5-c]pyrimidin-2-ium; iodide + benzyl alcohol (100-51-6,185532-71-2) → (S)-methyl 2-(benzyloxycarbonylamino)-3-(1-methyl-1H-imidazol-4-yl)propanoate (890306-83-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; for 48h; Heating;

DOI:10.1016/j.tetlet.2006.03.049

Reference yield: 79.0%

(S)-7-(methoxycarbonyl)-2-methyl-5-oxo-5,6,7,8-tetrahydroimidazo[1,5-c] pyrimidin-2-ium iodide (69618-95-7) + benzyl alcohol (100-51-6,185532-71-2) → (S)-methyl 2-(benzyloxycarbonylamino)-3-(1-methyl-1H-imidazol-4-yl)propanoate (890306-83-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; for 48h; Heating;

DOI:10.1002/chem.200601420

Reference yield:

(Z)-methyl 2-(benzyloxycarbonylamino)-3-(1-methyl-1H-imidazol-4-yl)acrylate → (S)-methyl 2-(benzyloxycarbonylamino)-3-(1-methyl-1H-imidazol-4-yl)propanoate (890306-83-9)

Guidance literature:

With (-)-1,2-bis-((2R,5R)-2,5-diethylphospholano)benzene(cyclooctadiene) rhodium(I) trifluoromethanesulfonate; hydrogen; In 2,2,2-trifluoroethanol; at 50 ℃; for 17h; under 7757.43 Torr;

DOI:10.1055/s-0035-1562796

upstream raw materials:

benzyl alcohol

(S)-7-(methoxycarbonyl)-2-methyl-5-oxo-5,6,7,8-tetrahydroimidazo[1,5-c] pyrimidin-2-ium iodide

S-(+)-7-Methoxycarbonyl-5,6,7,8-tetrahydroimidazo<1,5-c>pyrimidin-5-on

l-histidine methyl ester dihydrochloride

Downstream raw materials:

N-α-(carbobenzyloxy)-N-α-isopropyl,N-1(τ)-methyl-L-histidine methyl ester

N-α-(carbobenzyloxy)-N-α-ethyl,N-1(τ)-methyl-L-histidine methyl ester

N-α-(carbobenzyloxy)-N-α-propyl,N-1(τ)-methyl-L-histidine methyl ester

N-α-(carbobenzyloxy)-N-α,N-1(τ)-dimethyl-L-histidine methyl ester

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