212902-20-0

Basic information

• Product Name: (2S,3aS,4S,5S)-hexahydro-2-benzyloxycarbonylmethyl-4,5-bis(methoxymethoxy)pyrrolo[1,2-b]isoxazole
• CAS NO: 212902-20-0
• Molecular Weight: 381.426
• Mol File: 212902-20-0.mol

Chemical Properties

• CAS DataBase Reference: (2S,3aS,4S,5S)-hexahydro-2-benzyloxycarbonylmethyl-4,5-bis(methoxymethoxy)pyrrolo[1,2-b]isoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3aS,4S,5S)-hexahydro-2-benzyloxycarbonylmethyl-4,5-bis(methoxymethoxy)pyrrolo[1,2-b]isoxazole(212902-20-0)
• EPA Substance Registry System: (2S,3aS,4S,5S)-hexahydro-2-benzyloxycarbonylmethyl-4,5-bis(methoxymethoxy)pyrrolo[1,2-b]isoxazole(212902-20-0)

Safety Data

• Hazardous Substances Data: 212902-20-0(Hazardous Substances Data)

Upstream product

• 86170-45-8 benzyl 3-butenoate 
• 137945-73-4 (3S,4S)-3,4-Bis(methoxymethoxy)-1-pyrroline N-Oxide 

Downstream Products

• 161024-43-7 (+)-lentiginosine 

Relevant articles and documents

Synthesis of trihydroxylated pyrrolizidines and indolizidines using cycloaddition reactions of functionalized cyclic nitrones, and the synthesis of (+)- and (-)-lentiginosine

Cycloadditions of 3,4-isopropylidenedioxy-Δ1-pyrroline-1-oxide (9), (3S,4S)-3,4-bis(methoxy-methoxy)-Δ1-pyrroline-N-oxide (28), and its (3R, 4R)-enantiomer, with suitably-functionalized alkenes has led to the synthesis of the 1,2,6-trihydroxypyrrolizidines 14, 33 and ent-33, and the 1,2,7- trihydroxyindolizidines 22, 39 and ent-39. Deoxygenation of two enantiomeric intermediates in these syntheses led to the preparation of the dihydroxylated indolizidine (+)-lentiginosine and its (-)-enantiomer.