(S)-3-phthalimido-4-[1-(triphenylmethyl)-1H-imidazol-4-yl]butanoic acid hydrochloride

Base Information

Chemical Name:(S)-3-phthalimido-4-[1-(triphenylmethyl)-1H-imidazol-4-yl]butanoic acid hydrochloride
CAS No.:646068-76-0
Molecular Formula:C₃₄H₂₇N₃O₄
Molecular Weight:541.606
Hs Code.:

Synonyms:(S)-3-phthalimido-4-[1-(triphenylmethyl)-1H-imidazol-4-yl]butanoic acid hydrochloride

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-3-phthalimido-4-[1-(triphenylmethyl)-1H-imidazol-4-yl]butanoic acid hydrochloride

Chemical Property:

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Technology Process of (S)-3-phthalimido-4-[1-(triphenylmethyl)-1H-imidazol-4-yl]butanoic acid hydrochloride

There total 7 articles about (S)-3-phthalimido-4-[1-(triphenylmethyl)-1H-imidazol-4-yl]butanoic acid hydrochloride 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: 75.0%

: 596-43-0
bromo-triphenyl-methane

: (S)-4-(1H-imidazol-4-yl)-3-phthalimidobutanoic acid hydrochloride

: 646068-76-0
(S)-3-phthalimido-4-[1-(triphenylmethyl)-1H-imidazol-4-yl]butanoic acid hydrochloride

Guidance literature:: With triethylamine; In chloroform; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200390215

Reference yield:

: 35899-43-5
Boc-His(Tos)-OH

: 646068-76-0
(S)-3-phthalimido-4-[1-(triphenylmethyl)-1H-imidazol-4-yl]butanoic acid hydrochloride

Guidance literature:: Multi-step reaction with 6 steps

1.1: Et₃N; ClCO₂iBu / tetrahydrofuran / 0.5 h / -25 °C

1.2: 86 percent / tetrahydrofuran; diethyl ether / 0 - 20 °C

2.1: CF₃CO₂Ag; Et₃N / -25 - 20 °C

2.2: 91 percent / Ac₂O / pyridine

3.1: TIS / CH₂Cl₂ / 4 h / 0 °C

4.1: aq. NaOH / 0 °C

5.1: Na₂CO₃ / H₂O / 2 h

5.2: 10.7 g / aq. HCl / pH 7

6.1: 75 percent / Et₃N / dimethylformamide; CHCl₃ / 0 - 50 °C

With sodium hydroxide; chlorotriisopropylsilane; silver trifluoroacetate; sodium carbonate; triethylamine; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 2.1: Wolf-rearrangement;
DOI:10.1002/hlca.200490280

Reference yield:

: 847153-37-1
(S)-3-{[(tert-butoxy)carbonyl]amino}-1-diazo-4-{1-[(4-methylphenyl)sulfonyl]-1H-imidazol-4-yl}butan-2-one

: 646068-76-0
(S)-3-phthalimido-4-[1-(triphenylmethyl)-1H-imidazol-4-yl]butanoic acid hydrochloride

Guidance literature:: Multi-step reaction with 5 steps

1.1: CF₃CO₂Ag; Et₃N / -25 - 20 °C

1.2: 91 percent / Ac₂O / pyridine

2.1: TIS / CH₂Cl₂ / 4 h / 0 °C

3.1: aq. NaOH / 0 °C

4.1: Na₂CO₃ / H₂O / 2 h

4.2: 10.7 g / aq. HCl / pH 7

5.1: 75 percent / Et₃N / dimethylformamide; CHCl₃ / 0 - 50 °C

With sodium hydroxide; chlorotriisopropylsilane; silver trifluoroacetate; sodium carbonate; triethylamine; In dichloromethane; chloroform; water; N,N-dimethyl-formamide; 1.1: Wolf-rearrangement;
DOI:10.1002/hlca.200490280