dimethyl (3R,4S,5R)-2-[(3aR,4R,6aR)-tetrahydro-2,2-dimethyl-3-phenylfuro[3,4-d][1,3]dioxol-4-yl]isoxazolidine-4,5-dicarboxylate

Base Information

• Chemical Name: dimethyl (3R,4S,5R)-2-[(3aR,4R,6aR)-tetrahydro-2,2-dimethyl-3-phenylfuro[3,4-d][1,3]dioxol-4-yl]isoxazolidine-4,5-dicarboxylate
• CAS No.: 643013-28-9
• Molecular Formula: C₂₀H₂₅NO₈
• Molecular Weight: 407.42
• Mol file: 643013-28-9.mol

Synonyms:dimethyl (3R,4S,5R)-2-[(3aR,4R,6aR)-tetrahydro-2,2-dimethyl-3-phenylfuro[3,4-d][1,3]dioxol-4-yl]isoxazolidine-4,5-dicarboxylate

Chemical Property of dimethyl (3R,4S,5R)-2-[(3aR,4R,6aR)-tetrahydro-2,2-dimethyl-3-phenylfuro[3,4-d][1,3]dioxol-4-yl]isoxazolidine-4,5-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl (3R,4S,5R)-2-[(3aR,4R,6aR)-tetrahydro-2,2-dimethyl-3-phenylfuro[3,4-d][1,3]dioxol-4-yl]isoxazolidine-4,5-dicarboxylate

There total 2 articles about dimethyl (3R,4S,5R)-2-[(3aR,4R,6aR)-tetrahydro-2,2-dimethyl-3-phenylfuro[3,4-d][1,3]dioxol-4-yl]isoxazolidine-4,5-dicarboxylate 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: 77.0%

dimethyl cis-but-2-ene-1,4-dioate (624-48-6) + (3aR,4R,6aR)-N-benzyl-tetrahydro-N-hydroxy-2,2-dimethylfuro[3,4-d]-1,3-dioxol-4-amine (444911-54-0) → dimethyl (3R,4S,5R)-2-[(3aR,4R,6aR)-tetrahydro-2,2-dimethyl-3-phenylfuro[3,4-d][1,3]dioxol-4-yl]isoxazolidine-4,5-dicarboxylate (643013-28-9)

Guidance literature:

In toluene; at 80 ℃; for 96h;

DOI:10.1002/ejoc.200300353

Reference yield:

N-benzylhydroxylamine hydrochloride (29601-98-7) → dimethyl (3R,4S,5R)-2-[(3aR,4R,6aR)-tetrahydro-2,2-dimethyl-3-phenylfuro[3,4-d][1,3]dioxol-4-yl]isoxazolidine-4,5-dicarboxylate (643013-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 20 °C

2: 77 percent / toluene / 96 h / 80 °C

In pyridine; toluene;

DOI:10.1002/ejoc.200300353

Reference yield: 71.0%

dimethyl (3R,4S,5R)-2-[(3aR,4R,6aR)-tetrahydro-2,2-dimethyl-3-phenylfuro[3,4-d][1,3]dioxol-4-yl]isoxazolidine-4,5-dicarboxylate (643013-28-9) → dimethyl (3R,4S,5R)-3-phenylizoxazolidine-4,5-dicarboxylate

Guidance literature:

With hydrogenchloride; In methanol; at 40 ℃; for 4h;

DOI:10.1002/ejoc.200300353

upstream raw materials:

dimethyl cis-but-2-ene-1,4-dioate

(3aR,4R,6aR)-N-benzyl-tetrahydro-N-hydroxy-2,2-dimethylfuro[3,4-d]-1,3-dioxol-4-amine

N-benzylhydroxylamine hydrochloride