1,1-dimethylethyl (2S)-2-[({4-[(4-{[({[(1,1-dimethylethyl)oxy]carbonyl}amino)acetyl]amino}phenyl)ethynyl]phenyl}carbonyl)amino]-3-(hydroxyamino)-3-oxopropylcarbamate

Base Information

• Chemical Name: 1,1-dimethylethyl (2S)-2-[({4-[(4-{[({[(1,1-dimethylethyl)oxy]carbonyl}amino)acetyl]amino}phenyl)ethynyl]phenyl}carbonyl)amino]-3-(hydroxyamino)-3-oxopropylcarbamate
• CAS No.: 728869-82-7
• Molecular Formula: C₃₀H₃₇N₅O₈
• Molecular Weight: 595.652
• Mol file: 728869-82-7.mol

Synonyms:1,1-dimethylethyl (2S)-2-[({4-[(4-{[({[(1,1-dimethylethyl)oxy]carbonyl}amino)acetyl]amino}phenyl)ethynyl]phenyl}carbonyl)amino]-3-(hydroxyamino)-3-oxopropylcarbamate

Chemical Property of 1,1-dimethylethyl (2S)-2-[({4-[(4-{[({[(1,1-dimethylethyl)oxy]carbonyl}amino)acetyl]amino}phenyl)ethynyl]phenyl}carbonyl)amino]-3-(hydroxyamino)-3-oxopropylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-dimethylethyl (2S)-2-[({4-[(4-{[({[(1,1-dimethylethyl)oxy]carbonyl}amino)acetyl]amino}phenyl)ethynyl]phenyl}carbonyl)amino]-3-(hydroxyamino)-3-oxopropylcarbamate

There total 7 articles about 1,1-dimethylethyl (2S)-2-[({4-[(4-{[({[(1,1-dimethylethyl)oxy]carbonyl}amino)acetyl]amino}phenyl)ethynyl]phenyl}carbonyl)amino]-3-(hydroxyamino)-3-oxopropylcarbamate 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: 64.0%

methyl (2S)-3-[(tert-butoxy)carbonylamino]-2-({4-[2-(4-{2-[(tert-butoxy)carbonylamino]acetylamino}phenyl)ethynyl]phenyl}carbonylamino)propanoate (728878-09-9) → 1,1-dimethylethyl (2S)-2-[({4-[(4-{[({[(1,1-dimethylethyl)oxy]carbonyl}amino)acetyl]amino}phenyl)ethynyl]phenyl}carbonyl)amino]-3-(hydroxyamino)-3-oxopropylcarbamate (728869-82-7)

Guidance literature:

With hydroxylamine hydrochloride; sodium methylate; In methanol; at 0 ℃; for 0.25h;

methyl (2S)-3-[(tert-butoxy)carbonylamino]-2-({4-[2-(4-{2-[(tert-butoxy)carbonylamino]acetylamino}phenyl)ethynyl]phenyl}carbonylamino)propanoate; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 3h;

Reference yield:

(2S)-3-N-Boc-amino-(4-ethynylbenzoylamino)propionic acid methyl ester (728878-08-8) → 1,1-dimethylethyl (2S)-2-[({4-[(4-{[({[(1,1-dimethylethyl)oxy]carbonyl}amino)acetyl]amino}phenyl)ethynyl]phenyl}carbonyl)amino]-3-(hydroxyamino)-3-oxopropylcarbamate (728869-82-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(l) iodide; triethylamine / bis-triphenylphosphine-palladium(II) chloride / 22 h / 20 °C

2.1: hydroxylamine hydrochloride; sodium methylate / methanol / 0.25 h / 0 °C

2.2: 3 h / 0 - 20 °C

With copper(l) iodide; hydroxylamine hydrochloride; sodium methylate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In methanol;

Reference yield:

BOC-glycine (4530-20-5) → 1,1-dimethylethyl (2S)-2-[({4-[(4-{[({[(1,1-dimethylethyl)oxy]carbonyl}amino)acetyl]amino}phenyl)ethynyl]phenyl}carbonyl)amino]-3-(hydroxyamino)-3-oxopropylcarbamate (728869-82-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; N,N-dimethyl-formamide / 0.25 h

1.2: 24 h

2.1: copper(l) iodide; triethylamine / bis-triphenylphosphine-palladium(II) chloride / 22 h / 20 °C

3.1: hydroxylamine hydrochloride; sodium methylate / methanol / 0.25 h / 0 °C

3.2: 3 h / 0 - 20 °C

With copper(l) iodide; hydroxylamine hydrochloride; sodium methylate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

methyl (2S)-3-[(tert-butoxy)carbonylamino]-2-({4-[2-(4-{2-[(tert-butoxy)carbonylamino]acetylamino}phenyl)ethynyl]phenyl}carbonylamino)propanoate

BOC-glycine

[(4-iodophenylcarbamoyl)methyl]carbamic acid tert-butyl ester

(2S)-3-N-Boc-amino-(4-ethynylbenzoylamino)propionic acid methyl ester

Downstream raw materials:

N-(4-{2-[4-(N-{1-(N-hydroxycarbamoyl)(1S)-2-[(tert-butoxy)carbonylamino]ethyl}carbamoyl)phenyl]ethynyl}phenyl)-2-[(tert-butoxy)carbonylamino]acetamide

Refernces