methyl (2S)-2-(benzylamino)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

Base Information

• Chemical Name: methyl (2S)-2-(benzylamino)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate
• CAS No.: 176752-35-5
• Molecular Formula: C₃₃H₃₁N₃O₂
• Molecular Weight: 501.628

Synonyms:methyl (2S)-2-(benzylamino)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

Chemical Property of methyl (2S)-2-(benzylamino)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

Chemical Property:

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Technology Process of methyl (2S)-2-(benzylamino)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

There total 11 articles about methyl (2S)-2-(benzylamino)-3-[1-(triphenylmethyl)-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:

methyl (2S)-2-amino-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate hydrochloride (32946-56-8) + benzaldehyde (100-52-7) → methyl (2S)-2-(benzylamino)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate (176752-35-5)

Guidance literature:

methyl (2S)-2-amino-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate hydrochloride; With sodium hydride; In methanol; mineral oil; at 0 ℃; for 0.0833333h;

benzaldehyde; In methanol; mineral oil; at 20 ℃; for 1.5h;

With sodium tetrahydroborate; In methanol; mineral oil; at 0 ℃; for 0.333333h;

Reference yield:

benzaldehyde (100-52-7) + Nim-triphenylmethyl-L-histidine methyl ester (62715-28-0) → methyl (2S)-2-(benzylamino)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate (176752-35-5)

Guidance literature:

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2019.03.003

Reference yield:

(S)-2-{[1-Phenyl-meth-(E)-ylidene]-amino}-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester (69937-82-2) → methyl (2S)-2-(benzylamino)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate (176752-35-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 5 - 10 ℃; for 0.5h; Yield given;

DOI:10.1016/0968-0896(95)00183-2

upstream raw materials:

(S)-2-{[1-Phenyl-meth-(E)-ylidene]-amino}-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester

trityl chloride

1,N^α-bis-benzyloxycarbonyl-histidine methyl ester

L-histidine

Downstream raw materials:

(S)-2-(Benzyl-methyl-amino)-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester

(S)-2-({6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carbonyl}-methyl-amino)-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester

(S)-2-({6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carbonyl}-methyl-amino)-3-(1-trityl-1H-imidazol-4-yl)-propionic acid

(S)-2-Methylamino-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester

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