5-tert-butoxycarbonylamino-4,4-difluoro-6-phenyl-hexanoic acid tert-butyl ester

Base Information

• Chemical Name: 5-tert-butoxycarbonylamino-4,4-difluoro-6-phenyl-hexanoic acid tert-butyl ester
• CAS No.: 879220-87-8
• Molecular Formula: C₂₁H₃₁F₂NO₄
• Molecular Weight: 399.478
• Mol file: 879220-87-8.mol

Synonyms:5-tert-butoxycarbonylamino-4,4-difluoro-6-phenyl-hexanoic acid tert-butyl ester

Chemical Property of 5-tert-butoxycarbonylamino-4,4-difluoro-6-phenyl-hexanoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-tert-butoxycarbonylamino-4,4-difluoro-6-phenyl-hexanoic acid tert-butyl ester

There total 6 articles about 5-tert-butoxycarbonylamino-4,4-difluoro-6-phenyl-hexanoic acid tert-butyl ester 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:

tert-butyl (5S,2E)-5-[N-(tert-butoxycarbonyl)amino]-4,4-difluoro-6-phenylhex-2-enoate (879220-81-2) → 5-tert-butoxycarbonylamino-4,4-difluoro-6-phenyl-hexanoic acid tert-butyl ester (879220-87-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃;

DOI:10.1021/ol052781k

Reference yield:

(1-benzyl-2,2-difluoro-3-oxo-propyl)-carbamic acid tert-butyl ester → 5-tert-butoxycarbonylamino-4,4-difluoro-6-phenyl-hexanoic acid tert-butyl ester (879220-87-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 13.8 mg / NaI; DBU / tetrahydrofuran / 2 h / 0 °C

2: H₂ / Pd/C / ethyl acetate / 20 °C

With hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/ol052781k

Reference yield:

ethyl (3S)-2,2-difluoro-3-{N-[(1S)-(2-methoxy-1-phenylethyl)]amino}-4-phenylbutanoate (879220-59-4) → 5-tert-butoxycarbonylamino-4,4-difluoro-6-phenyl-hexanoic acid tert-butyl ester (879220-87-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 76.4 percent / H₂ / Pd(OH)2/C / ethanol / 24 h / 20 °C

2: DIBALH / CH₂Cl₂; toluene / 0.5 h / -78 °C

3: 13.8 mg / NaI; DBU / tetrahydrofuran / 2 h / 0 °C

4: H₂ / Pd/C / ethyl acetate / 20 °C

With hydrogen; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; palladium dihydroxide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; toluene;

DOI:10.1021/ol052781k

upstream raw materials:

tert-butyl (5S,2E)-5-[N-(tert-butoxycarbonyl)amino]-4,4-difluoro-6-phenylhex-2-enoate

ethyl (3S)-3-[N-(tert-butoxycarbonyl)amino]-2,2-difluoro-4-phenylbutanoate

ethyl (3S)-2,2-difluoro-3-{N-[(1S)-(2-methoxy-1-phenylethyl)]amino}-4-phenylbutanoate

di-tert-butyl dicarbonate