(S)-1-Benzyl 2-(2,5-dioxopyrrolidin-1-yl) 5-oxopyrrolidine-1,2-dicarboxylate

Base Information

• Chemical Name: (S)-1-Benzyl 2-(2,5-dioxopyrrolidin-1-yl) 5-oxopyrrolidine-1,2-dicarboxylate
• CAS No.: 40291-26-7
• Molecular Formula: C17H16N2O7
• Molecular Weight: 360.31800
• DSSTox Substance ID: DTXSID30365598
• Nikkaji Number: J89.348J
• Wikidata: Q82150388
• Mol file: 40291-26-7.mol

Synonyms:40291-26-7;Z-PYR-OSU;(S)-1-Benzyl 2-(2,5-dioxopyrrolidin-1-yl) 5-oxopyrrolidine-1,2-dicarboxylate;1-O-benzyl 2-O-(2,5-dioxopyrrolidin-1-yl) (2S)-5-oxopyrrolidine-1,2-dicarboxylate;z-L-Pyroglutamic acid N-hydroxysuccinimide ester;1-Cbz-L-pyroglutamic Acid N-Succinimidyl Ester;MFCD00191144;Oprea1_526378;SCHEMBL7410748;DTXSID30365598;AC7904;DS-16708;CS-0156245;A873389;2,5-dioxopyrrolidin-1-yl 1-[(benzyloxy)carbonyl]-5-oxo-L-prolinate;(2S)-2-[[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl]-5-oxo-1-pyrrolidinecarboxylic acid benzyl ester

Chemical Property of (S)-1-Benzyl 2-(2,5-dioxopyrrolidin-1-yl) 5-oxopyrrolidine-1,2-dicarboxylate

Chemical Property:

• PSA: 110.29000
• LogP: 0.79720
• Storage Temp.: -15°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 360.09575085
• Heavy Atom Count: 26
• Complexity: 611

Purity/Quality:

98.5% ^*data from raw suppliers

Z-L-pyroglutamic acid N-hydroxysuccinimide ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1C(=O)ON2C(=O)CCC2=O)C(=O)OCC3=CC=CC=C3
• Isomeric SMILES: C1CC(=O)N([C@@H]1C(=O)ON2C(=O)CCC2=O)C(=O)OCC3=CC=CC=C3
• Uses: Phenylmethyl (2S)-2-[[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl]-5-oxo-1-pyrrolidinecarboxylic Acid Ester is an intermediate used in the synthesis of 5-Oxo-L-prolyl-L-proline (O859055), which is a dipeptide taste-active compound found in hydrolyzed wheat proteins.

Technology Process of (S)-1-Benzyl 2-(2,5-dioxopyrrolidin-1-yl) 5-oxopyrrolidine-1,2-dicarboxylate

There total 1 articles about (S)-1-Benzyl 2-(2,5-dioxopyrrolidin-1-yl) 5-oxopyrrolidine-1,2-dicarboxylate 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:

→ 5-Oxo-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-(2,5-dioxo-pyrrolidin-1-yl) ester (40291-26-7,144232-85-9)

Guidance literature:

entspr. Saeure, Hydroxysuccinimid;

Reference yield: 78.0%

L-glutamic acid γ-benzyl ester (1676-73-9,25014-27-1) + N-benzyloxycarbonyl-L-pyroglutamic acid N-hydroxysuccinimido ester (40291-26-7) → Z-Glp-Glu(OBzl)-OH (49761-41-3)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 48h; Ambient temperature;

Reference yield: 55.0%

N-benzyloxycarbonyl-L-pyroglutamic acid N-hydroxysuccinimido ester (40291-26-7) + (S)-4-[(S)-2-(Adamantan-2-yloxycarbonyl)-1-(benzyloxycarbonylmethyl-carbamoyl)-ethylcarbamoyl]-4-amino-butyric acid benzyl ester (115545-71-6) → Z-Glp-Glu(OBzl)-Asp(O-2-Ada)-Gly-OBzl (115545-72-7)

Guidance literature:

With triethylamine; In ethyl acetate; Ambient temperature;

Downstream raw materials:

Z-Glp-Glu(OBzl)-OH

N-carbobenzoxy-L-pyroglutamylcyanamide

Z-Glp-Glu(OBzl)-Asp(O-2-Ada)-Gly-OBzl

Z-Pyr-Leu-His-Val-Asn-Lys(Z)-Ala-Arg(Mts)-Arg(Mts)-Pro-Tyr-Ile-Leu-OBzl