5-(TERT-BUTOXYCARBONYLAMINO-METHYL)-FURAN-2-CARBOXYLIC ACID

Base Information

• Chemical Name: 5-(TERT-BUTOXYCARBONYLAMINO-METHYL)-FURAN-2-CARBOXYLIC ACID
• CAS No.: 160938-85-2
• Molecular Formula: C11H15NO5
• Molecular Weight: 241.24000
• Mol file: 160938-85-2.mol

Synonyms:N-(Boc)-5-aminomethyl-2-furoic acid;5-(tert-Butoxycarbonylamino-methyl)-furan-2-carboxylic acid;

Chemical Property of 5-(TERT-BUTOXYCARBONYLAMINO-METHYL)-FURAN-2-CARBOXYLIC ACID

Chemical Property:

• Boiling Point: 416.7±40.0 °C(Predicted)
• PKA: 3.23±0.10(Predicted)
• PSA: 88.77000
• Density: 1.231±0.06 g/cm3(Predicted)
• LogP: 2.39340

Purity/Quality:

98%min ^*data from raw suppliers

5-{[(tert-Butoxycarbonyl)amino]methyl}-2-furoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(TERT-BUTOXYCARBONYLAMINO-METHYL)-FURAN-2-CARBOXYLIC ACID

There total 12 articles about 5-(TERT-BUTOXYCARBONYLAMINO-METHYL)-FURAN-2-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: 100.0%

5-(tert-butoxycarbonylamino-methyl)-furan-2-carboxylic acid methyl ester (432550-39-5) → N-(Boc)-5-aminomethyl-2-furoic acid (160938-85-2)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 0 ℃; for 2h;

DOI:10.1016/S0040-4039(01)02367-X

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 5-phthalimidomethyl-furan-2-carboxylic acid ethyl ester → N-(Boc)-5-aminomethyl-2-furoic acid (160938-85-2)

Guidance literature:

5-phthalimidomethyl-furan-2-carboxylic acid ethyl ester; With hydrazine; In ethanol; for 3h; Heating / reflux;

di-tert-butyl dicarbonate; With triethylamine; In tetrahydrofuran; at 20 ℃; for 15h;

With hydrogenchloride; sodium hydroxide; more than 3 stages;

Reference yield:

5-chloromethyl-2-furancarboxylic acid (39238-09-0) → N-(Boc)-5-aminomethyl-2-furoic acid (160938-85-2)

Guidance literature:

Multi-step reaction with 5 steps

1: NaN₃ / dimethylformamide / 1 h / 65 °C

2: Ph₃P / methanol / 2 h / 20 °C

3: 0.17 h / 20 °C

4: 100 percent / LiOH / tetrahydrofuran; methanol; H₂O / 2 h / 0 °C

With lithium hydroxide; sodium azide; triphenylphosphine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)02367-X

upstream raw materials:

5-(tert-butoxycarbonylamino-methyl)-furan-2-carboxylic acid methyl ester

5-chloromethylfurfural

D-Fructose

methyl 5-(chloromethyl)-2-furoate

Downstream raw materials:

5-aminomethyl-2-furancarboxylic acid hydrochloride salt

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