236392-23-7

Basic information

• Product Name: (3S,1'S,2'R)-1,2-diacetyl-5-(2'-acetoxy-1',3'-dibenzyloxypropyl)pyrazolidin-3-one
• CAS NO: 236392-23-7
• Molecular Weight: 482.533
• Mol File: 236392-23-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3S,1'S,2'R)-1,2-diacetyl-5-(2'-acetoxy-1',3'-dibenzyloxypropyl)pyrazolidin-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,1'S,2'R)-1,2-diacetyl-5-(2'-acetoxy-1',3'-dibenzyloxypropyl)pyrazolidin-3-one(236392-23-7)
• EPA Substance Registry System: (3S,1'S,2'R)-1,2-diacetyl-5-(2'-acetoxy-1',3'-dibenzyloxypropyl)pyrazolidin-3-one(236392-23-7)

Safety Data

• Hazardous Substances Data: 236392-23-7(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 131771-59-0 4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enono-1,5-lactone 

Downstream Products

• 236392-24-8 (3S,4S,5R)methyl 5-acetoxy-3-(N,N'-diacetylhydrazino)-4,6-dibenzyloxyhexanoate 

Relevant articles and documents

α,β-unsaturated sugar δ-lactones; preparation and conjugate addition of hydroxylamines and hydrazines

Oxidation of 2,3-unsaturated glycosides with hydrogen peroxide in the presence of molybdenum trioxide as catalyst provides corresponding α,β-unsaturated sugar δ-lactones via the anomeric hydroperoxide stage. Conjugate addition of N-substituted hydroxylamines and hydrazines to these δ-enealdonolactones proceeds anti to the C-6 carbon atom. The adducts undergo rearrangement consisting in opening of the lactone ring and formation of 3-substituted isoxazolidin-5-one or 5-substituted pyrazolidin-3-one, respectively. Introduction of a leaving group to the polyol side chain of both heterocycles induces further rearrangements.