14842-41-2

Basic information

• Product Name: (S,S)-1,7-diazatricyclo[7.3.0.07,11]dodecane-2,6,8,12-tetrone
• Synonyms: (5aS,10aS)-Tetrahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-3,5,8,10(2H,5aH)-tetraone;(5aS,10aS)-1H,5H-Dihydro-dipyrrolo[1,2-a:1',2'-d]pyrazine-3,5,8,10(2H,5aH,10aH)-tetrone;(5aS,10aS)-Tetrahydrodipyrrolo[1,2-a:1;Pidotimod Impurity 6;(5aS,10aS);-Tetrahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-3,5,8,10(2H,5aH);(S,S)-1,7-diazatricyclo[7.3.0.07,11]dodecane-2,6,8,12-tetrone;3-D-pyroglutaMyl-D-thiazolidine-4-carboxylic acid
• CAS NO: 14842-41-2
• Molecular Formula: C₁₀H₁₀N₂O₄
• Molecular Weight: 222.1974
• Mol File: 14842-41-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 305℃
• Appearance: /
• Density: 1.58
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (S,S)-1,7-diazatricyclo[7.3.0.07,11]dodecane-2,6,8,12-tetrone(CAS DataBase Reference)
• NIST Chemistry Reference: (S,S)-1,7-diazatricyclo[7.3.0.07,11]dodecane-2,6,8,12-tetrone(14842-41-2)
• EPA Substance Registry System: (S,S)-1,7-diazatricyclo[7.3.0.07,11]dodecane-2,6,8,12-tetrone(14842-41-2)

Safety Data

• Hazardous Substances Data: 14842-41-2(Hazardous Substances Data)

Usage

Uses

L-Pyroglutamic Anhydride is a derivative of L-Pyroglutamic Acid (P997480) and is used as a reagent in the synthesis of methacrylate derivatives of pyroglutamic diketopiperazine, used for dental applications.

Upstream product

• 149-87-1 Pyroglutamic acid 
• 98-79-3 L-Pyroglutamic acid 
• 56-86-0 L-glutamic acid 
• 617-65-2 Glutamic acid 

Downstream Products

• 29227-88-1 N-[(S)-5-oxopyrrolidin-2-ylcarbonyl]glycine 
• 87766-32-3 (2S)-5-oxopyrrolidine-2-carboxylic acid benzylamide 
• 16364-60-6 (S)-1,4-diazabicyclo[4.3.0]nonane-2,5,9-trione 
• 16691-00-2 diketopiperazine of L-glutamic acid 
• 99767-90-5 N-(isopropyl)-L-pyroglutamide 
• 98337-07-6 N-(2-hydroxyethyl)-L-pyroglutamide 
• 261951-62-6 (S)-N-((S)-1-phenylethyl)-5-oxopyrrolidine-2-carboxamide 
• 7149-65-7 ethyl (S)-pyroglutamate 

Relevant articles and documents

Five- and six-membered ring opening of pyroglutamic diketopiperazine

A variety of ring-opening reactions of pyroglutamic diketopiperazine at both the five-membered and six-membered rings is described. Mild, basic conditions facilitate nucleophilic attack by amines at the diketopiperazine carbonyls giving pyroglutamides in excellent yield. Reaction with nucleophiles under acidic conditions give bis-glutamate derivatives of 2,5-diketopiperazine (DKP). These reactions provide simple, two-step sequences to pyroglutamides and symmetrical diketopiperazines from commercial pyroglutamic acid with control of product dictated by reaction conditions, catalyst, and nucleophile.