4-amino-2,2-difluoropentanedioic acid

Base Information

• Chemical Name: 4-amino-2,2-difluoropentanedioic acid
• CAS No.: 173282-21-8
• Molecular Formula: C5H7F2NO4
• Molecular Weight: 183.11000
• Mol file: 173282-21-8.mol

Synonyms:Propanoic acid,2,2'-[[1,1'-biphenyl]-4,4'-diylbis(carbonothioylthio)]bis;DL-4,4-difluoroglutamic acid;DL-4,4'-Biphenylylenbis(dithiocarbonsaeure)-bis(1-carboxyethylester);

Chemical Property of 4-amino-2,2-difluoropentanedioic acid

Chemical Property:

• PSA: 100.62000
• LogP: 0.20860

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-2,2-difluoropentanedioicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-amino-2,2-difluoropentanedioic acid

There total 4 articles about 4-amino-2,2-difluoropentanedioic acid 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-4,4-difluoroglutamic acid (173282-21-8)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 12 N aq. HCl / 12 h / 100 °C

With hydrogenchloride; hydrogen; nickel; In ethanol;

DOI:10.1021/jm950514m

Reference yield:

N,N-diethyl-4-carbethoxy-2,2-difluoro-3-hydroxy-4-nitrobutanamide → DL-4,4-difluoroglutamic acid (173282-21-8)

Guidance literature:

Multi-step reaction with 4 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

With hydrogenchloride; sodium tetrahydroborate; sulfuric acid; hydrogen; nickel; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jm950514m

Reference yield:

N,N-diethyl-3-acetoxy-4-carbethoxy-2,2-difluoro-4-nitrobutanamide → DL-4,4-difluoroglutamic acid (173282-21-8)

Guidance literature:

Multi-step reaction with 3 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

With hydrogenchloride; sodium tetrahydroborate; hydrogen; nickel; In tetrahydrofuran; ethanol;

DOI:10.1021/jm950514m

upstream raw materials:

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

Downstream raw materials:

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

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

5-Azido-2-benzyloxycarbonylamino-4,4-difluoro-pentanoic acid tert-butyl ester

2-Benzyloxycarbonylamino-4,4-difluoro-5-trifluoromethanesulfonyloxy-pentanoic acid tert-butyl ester

Refernces