Pyrrolo[1,2-b]isoxazole-2-carboxaldehyde, hexahydro-2-methyl-, (2S,3aS)- (9CI)

Base Information

• Chemical Name: Pyrrolo[1,2-b]isoxazole-2-carboxaldehyde, hexahydro-2-methyl-, (2S,3aS)- (9CI)
• CAS No.: 433285-96-2
• Molecular Formula: C8H13 N O2
• Molecular Weight: 155.19432
• Mol file: 433285-96-2.mol

Synonyms:Pyrrolo[1,2-b]isoxazole-2-carboxaldehyde, hexahydro-2-methyl-, (2S,3aS)- (9CI)

Chemical Property of Pyrrolo[1,2-b]isoxazole-2-carboxaldehyde, hexahydro-2-methyl-, (2S,3aS)- (9CI)

Chemical Property:

• PSA: 29.54000
• LogP: 0.68160

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pyrrolo[1,2-b]isoxazole-2-carboxaldehyde, hexahydro-2-methyl-, (2S,3aS)- (9CI)

There total 2 articles about Pyrrolo[1,2-b]isoxazole-2-carboxaldehyde, hexahydro-2-methyl-, (2S,3aS)- (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: 92.0%

1-pyrroline N-oxide (24423-88-9) + 2-methylpropenal (78-85-3,25120-30-3) → (-)-(3S,5S)-2-methyl-hexahydro-pyrrolo[1,2b]isoxazole-2-carbaldehyde (433285-96-2)

Guidance literature:

With 2,6-dimethylpyridine; chiral iron catalyst; In dichloromethane; at -20 ℃; for 22h;

DOI:10.1021/ja017814f

Reference yield:

1-pyrroline N-oxide (24423-88-9) + 2-methylpropenal (78-85-3,25120-30-3) → (2R,3aR)-2-Methyl-hexahydro-pyrrolo[1,2-b]isoxazole-2-carbaldehyde + (-)-(3S,5S)-2-methyl-hexahydro-pyrrolo[1,2b]isoxazole-2-carbaldehyde (433285-96-2)

Guidance literature:

With [(ν5-C5Me5)IR{(R)-1,2-bis(PPh2)propane}(H2O)](SbF6)2; 4 A molecular sieve; In dichloromethane; at -35 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1021/ja0539443

Reference yield:

(1R,2S)-norephedrine (492-41-1,58550-13-3,757124-50-8) + (-)-(3S,5S)-2-methyl-hexahydro-pyrrolo[1,2b]isoxazole-2-carbaldehyde (433285-96-2) → (1R,2S)-2-[((2S,3aS)-2-Methyl-hexahydro-pyrrolo[1,2-b]isoxazol-2-ylmethyl)-amino]-1-phenyl-propan-1-ol; compound with GENERIC INORGANIC NEUTRAL COMPONENT

Guidance literature:

(1R,2S)-norephedrine; (-)-(3S,5S)-2-methyl-hexahydro-pyrrolo[1,2b]isoxazole-2-carbaldehyde; In toluene; at 20 ℃; for 48h;

With sodium tetrahydroborate; In ethanol; at 60 ℃; for 96h; Further stages.;

DOI:10.1021/ja017814f

upstream raw materials:

1-pyrroline N-oxide

2-methylpropenal