tert-butyl N-[(1S)-1-[(4-hydroxyphenyl)methyl]-2-oxo-2-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]ethyl]carbamate

Base Information

• Chemical Name: tert-butyl N-[(1S)-1-[(4-hydroxyphenyl)methyl]-2-oxo-2-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]ethyl]carbamate
• CAS No.: 1616606-77-9
• Molecular Formula: C₂₄H₂₃F₃N₂O₆
• Molecular Weight: 492.452
• Mol file: 1616606-77-9.mol

Synonyms:

Chemical Property of tert-butyl N-[(1S)-1-[(4-hydroxyphenyl)methyl]-2-oxo-2-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]ethyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N-[(1S)-1-[(4-hydroxyphenyl)methyl]-2-oxo-2-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]ethyl]carbamate

There total 1 articles about tert-butyl N-[(1S)-1-[(4-hydroxyphenyl)methyl]-2-oxo-2-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]ethyl]carbamate 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: 46.0%

Boc-Tyr-OH (3978-80-1) + Coumarin 151 (53518-15-3) → tert-butyl N-[(1S)-1-[(4-hydroxyphenyl)methyl]-2-oxo-2-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]ethyl]carbamate (1616606-77-9)

Guidance literature:

With pyridine; trichlorophosphate; at -15 ℃; for 0.25h;

DOI:10.1039/c4ob00962b

Reference yield:

tert-butyl N-[(1S)-1-[(4-hydroxyphenyl)methyl]-2-oxo-2-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]ethyl]carbamate (1616606-77-9) → tert-butyl N-[(1S)-1-[[(1S)-1-[(4-hydroxyphenyl)methyl]-2-oxo-2-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]ethyl]carbamoyl]-2-methyl-propyl]carbamate (1616606-78-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

2: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1039/c4ob00962b

Reference yield:

tert-butyl N-[(1S)-1-[(4-hydroxyphenyl)methyl]-2-oxo-2-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]ethyl]carbamate (1616606-77-9) → tert-butyl N-[(1S)-1-[[(1S)-1-[[(1S)-1-[(4-hydroxyphenyl)methyl]-2-oxo-2-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]ethyl]carbamoyl]-2-methyl-propyl]carbamoyl]-3-methyl-butyl]carbamate (1616606-79-1)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

2: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

4: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1039/c4ob00962b

upstream raw materials:

Boc-Tyr-OH

Coumarin 151

Downstream raw materials:

tert-butyl N-[(1S)-1-[[(1S)-1-[(4-hydroxyphenyl)methyl]-2-oxo-2-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]ethyl]carbamoyl]-2-methyl-propyl]carbamate

tert-butyl N-[(1S)-1-[[(1S)-1-[[(1S)-1-[(4-hydroxyphenyl)methyl]-2-oxo-2-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]ethyl]carbamoyl]-2-methyl-propyl]carbamoyl]-3-methyl-butyl]carbamate

tert-butyl N-[(1S)-1-[[(1S)-1-[[(1S)-1-[[(1S)-1-[(4-hydroxyphenyl)methyl]-2-oxo-2-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]ethyl]carbamoyl]-2-methyl-propyl]carbamoyl]-3-methyl-butyl]carbamoyl]-3-methyl-butyl]carbamate

4-[[(1S)-1-[[(1S)-1-[[(1S)-1-[[(1S)-1-[(4-hydroxyphenyl)methyl]-2-oxo-2-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]ethyl]carbamoyl]-2-methyl-propyl]carbamoyl]-3-methyl-butyl]carbamoyl]-3-methyl-butyl]amino]-4-oxo-butanoic acid