(S)-tert-butyl-(S)-2-(tritylamino)-3-(5-formyl-4-methoxymethoxy-2-nitro-phenyl)-propionate

Base Information

• Chemical Name: (S)-tert-butyl-(S)-2-(tritylamino)-3-(5-formyl-4-methoxymethoxy-2-nitro-phenyl)-propionate
• CAS No.: 1614253-58-5
• Molecular Formula: C₃₅H₃₆N₂O₇
• Molecular Weight: 596.68
• Mol file: 1614253-58-5.mol

Synonyms:(S)-tert-butyl-(S)-2-(tritylamino)-3-(5-formyl-4-methoxymethoxy-2-nitro-phenyl)-propionate

Chemical Property of (S)-tert-butyl-(S)-2-(tritylamino)-3-(5-formyl-4-methoxymethoxy-2-nitro-phenyl)-propionate

Chemical Property:

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl-(S)-2-(tritylamino)-3-(5-formyl-4-methoxymethoxy-2-nitro-phenyl)-propionate

There total 9 articles about (S)-tert-butyl-(S)-2-(tritylamino)-3-(5-formyl-4-methoxymethoxy-2-nitro-phenyl)-propionate 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: 65.0%

(S)-tert-butyl-2-(tritylamino)-3-(5-hydroxymethyl-4-methoxymethoxy-2-nitro-phenyl)-propionate (1614253-57-4) → (S)-tert-butyl-(S)-2-(tritylamino)-3-(5-formyl-4-methoxymethoxy-2-nitro-phenyl)-propionate (1614253-58-5)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃; for 1.5h;

Reference yield:

methyl 5-iodo-2-hydroxy-4-nitrobenzoate (1614253-52-9) → (S)-tert-butyl-(S)-2-(tritylamino)-3-(5-formyl-4-methoxymethoxy-2-nitro-phenyl)-propionate (1614253-58-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tetrabutyl-ammonium chloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / toluene / 3 h / -78 - -35 °C / Inert atmosphere

3.1: zinc; iodine / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

3.2: organozinc reagent / 20 °C / Inert atmosphere

4.1: morpholine / N,N-dimethyl-formamide / 1 h / 20 °C

5.1: triethylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

6.1: Dess-Martin periodane / dichloromethane / 1.5 h / 0 - 20 °C

With morpholine; tetrabutyl-ammonium chloride; iodine; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; In dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

methyl 4-amino-5-iodo-2-methoxybenzoate (137832-56-5) → (S)-tert-butyl-(S)-2-(tritylamino)-3-(5-formyl-4-methoxymethoxy-2-nitro-phenyl)-propionate (1614253-58-5)

Guidance literature:

Multi-step reaction with 8 steps

1.1: tert.-butylhydroperoxide; potassium iodide / acetonitrile; water / 110 °C

2.1: boron tribromide / dichloromethane / 0.5 h / -78 °C

3.1: tetrabutyl-ammonium chloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / toluene / 3 h / -78 - -35 °C / Inert atmosphere

5.1: zinc; iodine / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

5.2: organozinc reagent / 20 °C / Inert atmosphere

6.1: morpholine / N,N-dimethyl-formamide / 1 h / 20 °C

7.1: triethylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

8.1: Dess-Martin periodane / dichloromethane / 1.5 h / 0 - 20 °C

With morpholine; tert.-butylhydroperoxide; tetrabutyl-ammonium chloride; iodine; boron tribromide; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; zinc; In dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

upstream raw materials:

methyl 4-amino-5-iodo-2-methoxybenzoate

methyl 5-iodo-2-methoxy-4-nitrobenzoate

methyl 5-iodo-2-hydroxy-4-nitrobenzoate

methyl 5-iodo-2-methyloxymethyloxy-4-nitrobenzoate

Downstream raw materials:

[18F]-L-3,4-dihydroxy-6-fluorophenylalanine