(3aR,4S,9aS)-N-phenyl-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromen-4-amine

Base Information

• Chemical Name: (3aR,4S,9aS)-N-phenyl-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromen-4-amine
• CAS No.: 1264749-03-2
• Molecular Formula: C₁₇H₁₇NO₂
• Molecular Weight: 267.327
• Mol file: 1264749-03-2.mol

Synonyms:(3aR,4S,9aS)-N-phenyl-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromen-4-amine

Chemical Property of (3aR,4S,9aS)-N-phenyl-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromen-4-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,4S,9aS)-N-phenyl-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromen-4-amine

There total 6 articles about (3aR,4S,9aS)-N-phenyl-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromen-4-amine 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: 95.0%

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + N-phenylsalicylaldimine (779-84-0) → (3aR,4S,9aS)-N-phenyl-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromen-4-amine (1264749-03-2)

Guidance literature:

N-phenylsalicylaldimine; With C₄₂H₆₂CoN₂O₆^(1-)*H⁽¹⁺⁾; In hexane; at 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique; Molecular sieve;

2,3-dihydro-2H-furan; In hexane; at 20 ℃; for 48h; stereoselective reaction; Inert atmosphere; Molecular sieve; Schlenk technique;

DOI:10.1039/c7ob02452e

Reference yield:

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + N-phenylsalicylaldimine (779-84-0) → (3aR,4S,9aS)-N-phenyl-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromen-4-amine (1264749-03-2) + (3aS,4R,9aR)-N-phenyl-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromen-4-amine

Guidance literature:

With (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; In toluene; at 20 ℃; for 18h; optical yield given as %ee; enantioselective reaction; 5 ? molecular sieve; Inert atmosphere;

DOI:10.1002/adsc.201000608

Reference yield:

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + N-phenylsalicylaldimine (779-84-0) → (3aR,4S,9aS)-N-phenyl-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromen-4-amine (1264749-03-2) + (3aS,4R,9aR)-N-phenyl-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromen-4-amine + N-phenyl-N-2,3,3a,9a-tetrahydro-4H-furo[2,3-b]chromen-4-ylamine

Guidance literature:

With (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; In toluene; at 20 ℃; for 18h; optical yield given as %ee; enantioselective reaction; 3 ? molecular sieve; Inert atmosphere;

DOI:10.1002/adsc.201000608

upstream raw materials:

2,3-dihydro-2H-furan

N-phenylsalicylaldimine