2-Furancarboxylicacid,tetrahydro-5-oxo-2-[[(phenylmethoxy)carbonyl]amino]-(9CI)

Base Information

• Chemical Name: 2-Furancarboxylicacid,tetrahydro-5-oxo-2-[[(phenylmethoxy)carbonyl]amino]-(9CI)
• CAS No.: 104754-51-0
• Molecular Formula: C13H13NO6
• Molecular Weight: 279.25
• Hs Code.: 2932190090
• Mol file: 104754-51-0.mol

Synonyms:2-Furancarboxylicacid,tetrahydro-5-oxo-2-[[(phenylmethoxy)carbonyl]amino]-(9CI)

Chemical Property of 2-Furancarboxylicacid,tetrahydro-5-oxo-2-[[(phenylmethoxy)carbonyl]amino]-(9CI)

Chemical Property:

• PSA: 101.93000
• LogP: 1.42160

Purity/Quality:

97% ^*data from raw suppliers

2-(Cbz-amino)-5-oxotetrahydrofuran-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 2-Furancarboxylicacid,tetrahydro-5-oxo-2-[[(phenylmethoxy)carbonyl]amino]-(9CI)

There total 2 articles about 2-Furancarboxylicacid,tetrahydro-5-oxo-2-[[(phenylmethoxy)carbonyl]amino]-(9CI) 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: 71.0%

α-ketoglutaric acid (328-50-7) + O-benzyl carbamate (621-84-1) → N-benzyloxycarbonyl-2-aminotetrahydro-5-oxo-2-furancarboxylic acid (104754-51-0)

Guidance literature:

at 80 ℃; for 4h; under 10 - 15 Torr;

DOI:10.1016/S0040-4020(01)96774-2

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonyl-2-aminotetrahydro-5-oxo-2-furancarboxylic acid (104754-51-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / conc. NH₄OH / 1.) ice-salt bath temp. to RT, 2.) RT, 30 min

2: 71 percent / 4 h / 80 °C / 10 - 15 Torr

With ammonium hydroxide;

DOI:10.1016/S0040-4020(01)96774-2

Reference yield: 91.0%

N-benzyloxycarbonyl-2-aminotetrahydro-5-oxo-2-furancarboxylic acid (104754-51-0) + 1-bromomethyl-4-nitro-benzene (100-11-8) → p-nitrobenzyl-N-benzyloxycarbonyl-2-aminotetrahydro-5-oxo-2-furancarboxylate (104754-60-1)

Guidance literature:

With triethylamine; In ethyl acetate; for 2h; Heating;

DOI:10.1016/S0040-4020(01)96774-2

upstream raw materials:

α-ketoglutaric acid

O-benzyl carbamate

benzyl chloroformate

Downstream raw materials:

benzyl N-benzyloxycarbonyl-2-aminotetrahydro-5-oxo-2-furancarboxylate

o-nitrobenzyl N-benzyloxycarbonyl-2-aminotetrahydro-5-oxo-2-furancarboxylate

p-nitrobenzyl-N-benzyloxycarbonyl-2-aminotetrahydro-5-oxo-2-furancarboxylate

N-benzyloxycarbonyl-(Z)-α,β-dehydroglutamic-γ-hydroxamic acid

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