pentafluorophenyl 2-(R)-isobutyl-3-(N-tert-butoxycarbonyl-N-(tert-butyl-dimethylsilyloxy)carbamoyl)propionate

Base Information

• Chemical Name: pentafluorophenyl 2-(R)-isobutyl-3-(N-tert-butoxycarbonyl-N-(tert-butyl-dimethylsilyloxy)carbamoyl)propionate
• CAS No.: 886057-13-2
• Molecular Formula: C₂₅H₃₆F₅NO₆Si
• Molecular Weight: 569.641
• Mol file: 886057-13-2.mol

Synonyms:pentafluorophenyl 2-(R)-isobutyl-3-(N-tert-butoxycarbonyl-N-(tert-butyl-dimethylsilyloxy)carbamoyl)propionate

Chemical Property of pentafluorophenyl 2-(R)-isobutyl-3-(N-tert-butoxycarbonyl-N-(tert-butyl-dimethylsilyloxy)carbamoyl)propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of pentafluorophenyl 2-(R)-isobutyl-3-(N-tert-butoxycarbonyl-N-(tert-butyl-dimethylsilyloxy)carbamoyl)propionate

There total 14 articles about pentafluorophenyl 2-(R)-isobutyl-3-(N-tert-butoxycarbonyl-N-(tert-butyl-dimethylsilyloxy)carbamoyl)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:

2-(R)-isobutyl-3-(N-tert-butoxycarbonyl-N-(tert-butyl-dimethylsilyloxy)carbamoyl)propionic acid (886057-12-1) + 2,3,4,5,6-pentafluorophenol (771-61-9) → pentafluorophenyl 2-(R)-isobutyl-3-(N-tert-butoxycarbonyl-N-(tert-butyl-dimethylsilyloxy)carbamoyl)propionate (886057-13-2)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃;

DOI:10.1021/ol060409e

Reference yield:

3-(R)-benzyloxycarbonyl-5-methylhexanoic acid chloride (151667-50-4) → pentafluorophenyl 2-(R)-isobutyl-3-(N-tert-butoxycarbonyl-N-(tert-butyl-dimethylsilyloxy)carbamoyl)propionate (886057-13-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / DMAP / acetonitrile / 0 - 20 °C

2: hydrogen / Pd/C / methanol / 1.5 h

3: 0.87 g / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide / CH₂Cl₂ / 20 °C

With dmap; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;

DOI:10.1021/ol060409e

Reference yield:

tert-butyl 3-(R)-benzyloxycarbonyl-5-methylhexanoate (129739-13-5) → pentafluorophenyl 2-(R)-isobutyl-3-(N-tert-butoxycarbonyl-N-(tert-butyl-dimethylsilyloxy)carbamoyl)propionate (886057-13-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / TFA / CH₂Cl₂

2: oxalyl chloride / DMF / CH₂Cl₂ / 0.5 h / 20 °C

3: 85 percent / DMAP / acetonitrile / 0 - 20 °C

4: hydrogen / Pd/C / methanol / 1.5 h

5: 0.87 g / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide / CH₂Cl₂ / 20 °C

With dmap; oxalyl dichloride; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; N,N-dimethyl-formamide; In methanol; dichloromethane; acetonitrile;

DOI:10.1021/ol060409e

upstream raw materials:

2-(R)-isobutyl-3-(N-tert-butoxycarbonyl-N-(tert-butyl-dimethylsilyloxy)carbamoyl)propionic acid

2,3,4,5,6-pentafluorophenol

3-(R)-benzyloxycarbonyl-5-methylhexanoic acid chloride

tert-butyl 3-(R)-benzyloxycarbonyl-5-methylhexanoate

Downstream raw materials:

N¹-{1-[5-(5-amino-1-carbamoyl-pentylcarbamoyl)-pentylcarbamoyl]-2-phenyl-ethyl}-N⁴-hydroxy-2-isobutyl-succinamide