DL-N-<4-benzoyl>-4,4-difluoroglutamic acid di-tert-butyl ester

Base Information

• Chemical Name: DL-N-<4-benzoyl>-4,4-difluoroglutamic acid di-tert-butyl ester
• CAS No.: 173282-19-4
• Molecular Formula: C₂₉H₃₆F₂N₂O₇
• Molecular Weight: 562.611
• Mol file: 173282-19-4.mol

Synonyms:DL-N-<4-benzoyl>-4,4-difluoroglutamic acid di-tert-butyl ester

Chemical Property of DL-N-<4-benzoyl>-4,4-difluoroglutamic acid di-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of DL-N-<4-benzoyl>-4,4-difluoroglutamic acid di-tert-butyl ester

There total 6 articles about DL-N-<4-benzoyl>-4,4-difluoroglutamic acid di-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:

4-ethoxycarbonyl-N,N-diethyl-2,2-difluoro-4-nitrobutanamide (173282-17-2) → DL-N-<4-benzoyl>-4,4-difluoroglutamic acid di-tert-butyl ester (173282-19-4)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Raney Ni / ethanol / 12 h / 2068.6 Torr / Ambient temperature

2: 12 N aq. HCl / 12 h / 100 °C

3: 80 percent / conc. H₂SO₄ / CH₂Cl₂ / 120 h / Ambient temperature

4: 1.) DCC, HOBt / 1.) DMF, RT, 5 min, 2.) DMF, RT, 14 h

With hydrogenchloride; sulfuric acid; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; nickel; In ethanol; dichloromethane;

DOI:10.1021/jm950514m

Reference yield:

N,N-diethyl-4-carbethoxy-2,2-difluoro-3-hydroxy-4-nitrobutanamide → DL-N-<4-benzoyl>-4,4-difluoroglutamic acid di-tert-butyl ester (173282-19-4)

Guidance literature:

Multi-step reaction with 6 steps

1: conc. H₂SO₄ / CH₂Cl₂ / 12 h / Ambient temperature

2: NaBH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

3: H₂ / Raney Ni / ethanol / 12 h / 2068.6 Torr / Ambient temperature

4: 12 N aq. HCl / 12 h / 100 °C

5: 80 percent / conc. H₂SO₄ / CH₂Cl₂ / 120 h / Ambient temperature

6: 1.) DCC, HOBt / 1.) DMF, RT, 5 min, 2.) DMF, RT, 14 h

With hydrogenchloride; sodium tetrahydroborate; sulfuric acid; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; nickel; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jm950514m

Reference yield:

N,N-diethyl-3-acetoxy-4-carbethoxy-2,2-difluoro-4-nitrobutanamide → DL-N-<4-benzoyl>-4,4-difluoroglutamic acid di-tert-butyl ester (173282-19-4)

Guidance literature:

Multi-step reaction with 5 steps

1: NaBH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

2: H₂ / Raney Ni / ethanol / 12 h / 2068.6 Torr / Ambient temperature

3: 12 N aq. HCl / 12 h / 100 °C

4: 80 percent / conc. H₂SO₄ / CH₂Cl₂ / 120 h / Ambient temperature

5: 1.) DCC, HOBt / 1.) DMF, RT, 5 min, 2.) DMF, RT, 14 h

With hydrogenchloride; sodium tetrahydroborate; sulfuric acid; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; nickel; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jm950514m

upstream raw materials:

4-<<(benzyloxy)carbonyl>methylamino>benzoic acid

DL-4,4-difluoroglutamic acid di-tert-butyl ester

DL-4,4-difluoroglutamic acid

4-ethoxycarbonyl-N,N-diethyl-2,2-difluoro-4-nitrobutanamide

Downstream raw materials:

DL-N-<4-(methylamino)benzoyl>-4,4-difluoroglutamic acid di-tert-butyl ester