(S)-2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid

Base Information

Chemical Name:(S)-2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid
CAS No.:637337-70-3
Molecular Formula:C₄₁H₃₅N₃O₄
Molecular Weight:633.747
Hs Code.:

Synonyms:(S)-2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid

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Chemical Property of (S)-2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid

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Technology Process of (S)-2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid

There total 12 articles about (S)-2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid 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:

: 76-83-5
trityl chloride

: 637337-70-3
(S)-2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: 15.9 g / Et₃N / dimethylformamide / 72 h / 20 °C

2.1: 10.1 g / LiOH*H₂O / tetrahydrofuran; H₂O / 15 h / 20 °C

3.1: Et₃N / tetrahydrofuran / 1.17 h / -30 °C

4.1: BuLi / tetrahydrofuran / 0 °C

4.2: 14.1 g / tetrahydrofuran / 15 h / 0 - 20 °C

5.1: TiCl₄; Et₃N / CH₂Cl₂ / 0.5 h / -10 °C

5.2: 70 percent / TiCl₄ / CH₂Cl₂ / 3 h / -30 - 0 °C

6.1: BuLi / tetrahydrofuran; hexane / 0.17 h / -10 °C

6.2: 70 percent / tetrahydrofuran; hexane / -78 - -20 °C

7.1: 83 percent / HN₃; diisopropyl azodicarboxylate; PPh₃ / benzene / 0.83 h / 20 °C

8.1: 1.26 g / H₂ / Pd/C / ethanol / 2 h

9.1: 1.07 g / aq. Na₂CO₃ / acetone / 2 h / 20 °C

With lithium hydroxide; n-butyllithium; tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; hydrogen; titanium tetrachloride; sodium carbonate; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene; 7.1: Mitsunobu reaction;
DOI:10.1002/hlca.200490280

Reference yield:

: 102676-60-8
3-(1-triphenylmethyl-1H-imidazol-4-yl)propanoic acid methyl ester

: 637337-70-3
(S)-2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: 10.1 g / LiOH*H₂O / tetrahydrofuran; H₂O / 15 h / 20 °C

2.1: Et₃N / tetrahydrofuran / 1.17 h / -30 °C

3.1: BuLi / tetrahydrofuran / 0 °C

3.2: 14.1 g / tetrahydrofuran / 15 h / 0 - 20 °C

4.1: TiCl₄; Et₃N / CH₂Cl₂ / 0.5 h / -10 °C

4.2: 70 percent / TiCl₄ / CH₂Cl₂ / 3 h / -30 - 0 °C

5.1: BuLi / tetrahydrofuran; hexane / 0.17 h / -10 °C

5.2: 70 percent / tetrahydrofuran; hexane / -78 - -20 °C

6.1: 83 percent / HN₃; diisopropyl azodicarboxylate; PPh₃ / benzene / 0.83 h / 20 °C

7.1: 1.26 g / H₂ / Pd/C / ethanol / 2 h

8.1: 1.07 g / aq. Na₂CO₃ / acetone / 2 h / 20 °C

With lithium hydroxide; n-butyllithium; tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; hydrogen; titanium tetrachloride; sodium carbonate; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; acetone; benzene; 6.1: Mitsunobu reaction;
DOI:10.1002/hlca.200490280

Reference yield:

: 53958-93-3
3-(4-imidazolyl)propionic acid monohydrochloride

: 637337-70-3
(S)-2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: 7.87 g / HCl / 2 h / Heating

2.1: 15.9 g / Et₃N / dimethylformamide / 72 h / 20 °C

3.1: 10.1 g / LiOH*H₂O / tetrahydrofuran; H₂O / 15 h / 20 °C

4.1: Et₃N / tetrahydrofuran / 1.17 h / -30 °C

5.1: BuLi / tetrahydrofuran / 0 °C

5.2: 14.1 g / tetrahydrofuran / 15 h / 0 - 20 °C

6.1: TiCl₄; Et₃N / CH₂Cl₂ / 0.5 h / -10 °C

6.2: 70 percent / TiCl₄ / CH₂Cl₂ / 3 h / -30 - 0 °C

7.1: BuLi / tetrahydrofuran; hexane / 0.17 h / -10 °C

7.2: 70 percent / tetrahydrofuran; hexane / -78 - -20 °C

8.1: 83 percent / HN₃; diisopropyl azodicarboxylate; PPh₃ / benzene / 0.83 h / 20 °C

9.1: 1.26 g / H₂ / Pd/C / ethanol / 2 h

10.1: 1.07 g / aq. Na₂CO₃ / acetone / 2 h / 20 °C

With hydrogenchloride; lithium hydroxide; n-butyllithium; tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; hydrogen; titanium tetrachloride; sodium carbonate; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene; 8.1: Mitsunobu reaction;
DOI:10.1002/hlca.200490280