(S)-5-(Benzyloxy)-2-(1,3-dioxoisoindolin-2-yl)-5-oxopentanoic acid

Base Information

• Chemical Name: (S)-5-(Benzyloxy)-2-(1,3-dioxoisoindolin-2-yl)-5-oxopentanoic acid
• CAS No.: 88784-33-2
• Molecular Formula: C20H17 N O6
• Molecular Weight: 367.358
• Hs Code.: 2925190090
• European Community (EC) Number: 443-560-5
• DSSTox Substance ID: DTXSID50455228
• Nikkaji Number: J1.120.897E
• Wikidata: Q72442709
• Mol file: 88784-33-2.mol

Synonyms:88784-33-2;(S)-5-(Benzyloxy)-2-(1,3-dioxoisoindolin-2-yl)-5-oxopentanoic acid;(2S)-2-(1,3-dioxoisoindol-2-yl)-5-oxo-5-phenylmethoxypentanoic acid;5-Benzyl (S)-2-phthalimidoglutarate;EC 443-560-5;(2S)-5-(Benzyloxy)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-5-oxopentanoic acid;(S)-5-(Benzyloxy)-2-(1,3- dioxoisoindolin-2-yl)-5- oxopentanoic acid;SCHEMBL1329008;DTXSID50455228;MQUZTINHMZQECR-INIZCTEOSA-N;5-Benzyl(S)-2-phthalimidoglutarate;MFCD13152207;AKOS016007957;DS-17613;CS-0156250;C76978;(S)-4-Phthalimidylglutaric acid 1-benzyl ester;A861455;(S)-2-Phthalimido-5-oxo-5-(phenylmethoxy)-pentanoic acid;(S)-2-Phthalimido-5-oxo-5-(phenylmethoxy)pentanoic acid;(S)-5-(Benzyloxy)-2-(1,3-dioxoisoindolin-2-yl)-5-oxopentanoicacid;(S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentanedioic acid 5-benzyl ester;alpha(S)-(2-benzyloxycarbonylethyl)-1,3-dihydro-1,3-dioxo-2-isoindoleacetic acid

Chemical Property of (S)-5-(Benzyloxy)-2-(1,3-dioxoisoindolin-2-yl)-5-oxopentanoic acid

Chemical Property:

• Vapor Pressure: 1.1E-14mmHg at 25°C
• Melting Point: 135-136 ºC
• Refractive Index: 1.627
• Boiling Point: 588.3°C at 760 mmHg
• Flash Point: 309.6°C
• PSA: 100.98000
• Density: 1.396
• LogP: 2.19730
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 367.10558726
• Heavy Atom Count: 27
• Complexity: 573

Purity/Quality:

99.9% ^*data from raw suppliers

(S)-5-(Benzyloxy)-2-(1,3-dioxoisoindolin-2-yl)-5-oxopentanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)CCC(C(=O)O)N2C(=O)C3=CC=CC=C3C2=O
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)CC[C@@H](C(=O)O)N2C(=O)C3=CC=CC=C3C2=O

Technology Process of (S)-5-(Benzyloxy)-2-(1,3-dioxoisoindolin-2-yl)-5-oxopentanoic acid

There total 7 articles about (S)-5-(Benzyloxy)-2-(1,3-dioxoisoindolin-2-yl)-5-oxopentanoic acid 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: 98.0%

L-glutamic acid γ-benzyl ester (1676-73-9,25014-27-1) + N-ethoxycarbonylphthalimide (22509-74-6) → (2S)-4-benzyloxicarbonyl-2-phthalimidobutanoic acid (88784-33-2)

Guidance literature:

With TEA; In tetrahydrofuran; Heating;

DOI:10.1016/S0960-894X(99)00236-X

Reference yield: 92.0%

→ (2S)-4-benzyloxicarbonyl-2-phthalimidobutanoic acid (88784-33-2)

Guidance literature:

Reference yield:

phthalic anhydride (85-44-9) + L-glutamic acid-α-benzyl ester → (2S)-4-benzyloxicarbonyl-2-phthalimidobutanoic acid (88784-33-2)

Guidance literature:

In toluene;

upstream raw materials:

benzyl alcohol

N-phthaloyl-L-glutamic anhydride

L-glutamic acid γ-benzyl ester

N-ethoxycarbonylphthalimide

Downstream raw materials:

theanine

N⁵-phenyl-N²,N²-phthaloyl-DL-glutamine-methyl ester

N⁵-phenyl-N²,N²-phthaloyl-L-glutamine-methyl ester

(1S,9S)-t-butyl 9-<(1S)-ethoxycarbonyl-3-phenylpropylamino>octahydro-6,10-dioxo-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate

Refernces

• 1、 -. "Inhibitors of caspases". . . Retrieved 2008/06/13.
• 2、 -. "COMPOUNDS CONTAINING A FUSED BICYCLE RING AND PROCESSES THEREFOR". . . Retrieved 2008/06/13.