3-AMINOTETRAHYDROFURAN-3-CARBOXYLIC ACID

Base Information

• Chemical Name: 3-AMINOTETRAHYDROFURAN-3-CARBOXYLIC ACID
• CAS No.: 125218-55-5
• Molecular Formula: C5H9NO3
• Molecular Weight: 131.13
• Hs Code.: 2932190090
• Mol file: 125218-55-5.mol

Synonyms:3-Amino-3-tetrahydrofurancarboxylic acid;

Chemical Property of 3-AMINOTETRAHYDROFURAN-3-CARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 0.000577mmHg at 25°C
• Refractive Index: 1.516
• Boiling Point: 288.82 °C at 760 mmHg
• PKA: 2.13±0.20(Predicted)
• Flash Point: 128.474 °C
• PSA: 72.55000
• Density: 1.338 g/cm³
• LogP: -0.11090
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Aminotetrahydrofuran-3-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-AMINOTETRAHYDROFURAN-3-CARBOXYLIC ACID

There total 5 articles about 3-AMINOTETRAHYDROFURAN-3-CARBOXYLIC 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:

7-oxa-1,3-diazaspiro[4.4]nonane-2,4-dione (81866-98-0) → 3-amino-3-tetrahydrofurancarboxylic acid (125218-55-5,1315052-80-2)

Guidance literature:

With barium dihydroxide; water; In ethanol; at 100 ℃; for 24h;

DOI:10.1016/S0960-894X(98)00267-4

Reference yield:

2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(2-methoxy-ethoxymethoxy)-butyric acid benzyl ester (125218-60-2) → 3-amino-3-tetrahydrofurancarboxylic acid (125218-55-5,1315052-80-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) lithium diisopropylamide / 1.) THF, -78 gradC, 30 min. 2.) CH₂Cl₂, from -78 gradC to 23 gradC, 1.5 h.

2: titanium tetrachloride / CH₂Cl₂ / 1 h / 0 °C

3: 1.) 6N HCl, HOAc 2.) propylene oxide / 1.) 100 gradC, 3 h. 2.) EtOH

With hydrogenchloride; titanium tetrachloride; acetic acid; methyloxirane; lithium diisopropyl amide; In dichloromethane;

DOI:10.1016/S0040-4039(00)72710-9

Reference yield:

2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-butyric acid; compound with triethyl-amine (125218-57-7) → 3-amino-3-tetrahydrofurancarboxylic acid (125218-55-5,1315052-80-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / Et₃N / dimethylformamide / 44 h / 23 °C

2: 97 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 19 h / 23 °C

3: 1.) lithium diisopropylamide / 1.) THF, -78 gradC, 30 min. 2.) CH₂Cl₂, from -78 gradC to 23 gradC, 1.5 h.

4: titanium tetrachloride / CH₂Cl₂ / 1 h / 0 °C

5: 1.) 6N HCl, HOAc 2.) propylene oxide / 1.) 100 gradC, 3 h. 2.) EtOH

With hydrogenchloride; titanium tetrachloride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; methyloxirane; lithium diisopropyl amide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)72710-9

upstream raw materials:

3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-furan-3-carboxylic acid benzyl ester

7-oxa-1,3-diazaspiro[4.4]nonane-2,4-dione

2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(2-methoxy-ethoxymethoxy)-butyric acid benzyl ester

2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-butyric acid; compound with triethyl-amine

Downstream raw materials:

(+/-)-3-(tert-butoxycarbonylamino)tetrahydrofuran-1-carboxylic acid

rac-3-amino-tetrahydro-furan-3-carboxylic acid phenethyl ester x para-toluenesulfonic acid

rac-3-amino-tetrahydro-furan-3-carboxylic acid butyl ester

Refernces

• 1、 Lavrador, Karine,Guillerm, Danielle,Guillerm, Georges. "A new series of cyclic amino acids as inhibitors of S-adenosyl L- methionine synthetase". . p. 1629 - 1634. Retrieved 2007/10/03.