benzyl3a,4-dihydro-3H-pyrrolo[3,4-c]isoxazole-5(6H)-carboxylate

Base Information

• Chemical Name: benzyl3a,4-dihydro-3H-pyrrolo[3,4-c]isoxazole-5(6H)-carboxylate
• CAS No.: 1463484-39-0
• Molecular Formula: C₁₃H₁₄N₂O₃
• Molecular Weight: 246.266
• Mol file: 1463484-39-0.mol

Synonyms:benzyl 3,3a,4,6-tetrahydropyrrolo[3,4-c]isoxazole-5-carboxylate

Chemical Property of benzyl3a,4-dihydro-3H-pyrrolo[3,4-c]isoxazole-5(6H)-carboxylate

Chemical Property:

Purity/Quality:

benzyl3,3a,4,6-tetrahydropyrrolo[3,4-c][1,2]oxazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl3a,4-dihydro-3H-pyrrolo[3,4-c]isoxazole-5(6H)-carboxylate

There total 6 articles about benzyl3a,4-dihydro-3H-pyrrolo[3,4-c]isoxazole-5(6H)-carboxylate 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: 76.0%

benzyl N-[2-(hydroxyimino)ethyl]-N-(prop-2-en-1-yl)carbamate (370880-76-5) → benzyl 3,3a,4,6-tetrahydropyrrolo[3,4-c]isoxazole-5-carboxylate (1463484-39-0)

Guidance literature:

With sodium hypochlorite; In dichloromethane; water; at 20 ℃; for 18.2h;

DOI:10.1021/acs.jmedchem.1c00489

Reference yield: 75.0%

benzyl N-allyl-N-[(2E)-2-hydroxyiminoethyl]carbamate → benzyl 3,3a,4,6-tetrahydropyrrolo[3,4-c]isoxazole-5-carboxylate (1463484-39-0)

Guidance literature:

With sodium hypochlorite; In dichloromethane; at 20 ℃;

Reference yield:

benzyl N-(2,2-dimethoxyethyl)carbamate (114790-39-5) → benzyl 3,3a,4,6-tetrahydropyrrolo[3,4-c]isoxazole-5-carboxylate (1463484-39-0)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / toluene / 48 h / 50 °C / Inert atmosphere

2: formic acid / water / 20 °C

3: hydroxylamine hydrochloride; sodium acetate / acetonitrile; water / 20 °C

4: sodium hypochlorite / water; dichloromethane / 20 °C

With sodium hypochlorite; formic acid; hydroxylamine hydrochloride; N-benzyl-N,N,N-triethylammonium chloride; sodium acetate; potassium hydroxide; In dichloromethane; water; toluene; acetonitrile;

upstream raw materials:

benzyl N-[2-(hydroxyimino)ethyl]-N-(prop-2-en-1-yl)carbamate

benzyl N-(2-oxoethyl)-N-(prop-2-en-1-yl)carbamate

benzyl N-(2,2-dimethoxyethyl)carbamate

benzyl N-(2,2-dimethoxyethyl)-N-(prop-2-en-1-yl)carbamate

Downstream raw materials:

benzyl (cis)-3-amino-4-(hydroxymethyl)-1-pyrrolidinecarboxylate

benzyl 3-amino-4-(hydroxymethyl)-3-phenyl-pyrrolidine-1-carboxylate

benzyl 3-amino-4-(hydroxymethyl)-3-(2-thienyl)pyrrolidine-1-carboxylate

benzyl (4aR,7aR)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate