cis-5-Benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione

Base Information

• Chemical Name: cis-5-Benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione
• CAS No.: 370879-53-1
• Molecular Formula: C13H14 N2 O2
• Molecular Weight: 230.266
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID70363896
• Wikidata: Q72443092
• ChEMBL ID: CHEMBL4538077
• Mol file: 370879-53-1.mol

Synonyms:370879-53-1;cis-5-Benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione;(3aR,6aS)-5-Benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione;(3aR,6aS)-5-benzyl-octahydropyrrolo[3,4-c]pyrrole-1,3-dione;(3aR,6aS)-5-benzyl-3a,4,6,6a-tetrahydropyrrolo[3,4-c]pyrrole-1,3-dione;rel-(3aR,6aS)-5-Benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione;SCHEMBL1505186;CHEMBL4538077;DTXSID70363896;BCP21461;MFCD04116221;AKOS005072379;EA-0003;A6377;CS-0127943;D87801;EN300-246392;J-501170;cis-5-benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3-dione;cis-5-benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3H)-dione;cis-5-(benzyl)tetrahydropyrrolo[3,4-c]pyrrole-1,3-(2H,3H)-dione;cis-5-benzyltetrahydropyrrolo[3,4-c]-pyrrole-1,3(2H,3aH)-dione;cis-5-benzyltetrahydropyrrolo[3,4-c]pyrrole-1 ,3(2H,3H)-dione;(3aR,6aS)-5-Benzyltetrahydropyrrolo[3,4-c]pyrrole-,3(2H,3aH)-dione

Chemical Property of cis-5-Benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione

Chemical Property:

• Vapor Pressure: 3.86E-07mmHg at 25°C
• Melting Point: 157-158°
• Refractive Index: 1.6
• Boiling Point: 416.3°Cat760mmHg
• Flash Point: 205.6°C
• PSA: 49.41000
• Density: 1.269g/cm³
• LogP: 0.65770
• Storage Temp.: 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 230.105527694
• Heavy Atom Count: 17
• Complexity: 314

Purity/Quality:

99% ^*data from raw suppliers

cis-5-Benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2h,3ah)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(CN1CC3=CC=CC=C3)C(=O)NC2=O
• Isomeric SMILES: C1[C@@H]2[C@H](CN1CC3=CC=CC=C3)C(=O)NC2=O

Technology Process of cis-5-Benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione

There total 1 articles about cis-5-Benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione 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: 83.0%

maleiimide (541-59-3,25721-74-8) + N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine (93102-05-7) → (3aR,6aS)-5-benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione (370879-53-1)

Guidance literature:

maleiimide; N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine; With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃;

With sodium hydrogencarbonate; In dichloromethane; water;

With hydroxylamine; In methanol; water; at 20 ℃; for 20h;

Reference yield: 88.0%

(3aR,6aS)-5-benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione (370879-53-1) → cis-3-benzyl-3,7-diazabicyclo[3.3.0]octane (172739-04-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 3.5h; Inert atmosphere; Reflux;

Reference yield: 88.0%

(3aR,6aS)-5-benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione (370879-53-1) → tetrahydropyrrolo[3,4-c]pyrrole-1,3-dione (1202067-90-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 48h;

upstream raw materials:

maleiimide

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine

Downstream raw materials:

cis-3-benzyl-3,7-diazabicyclo[3.3.0]octane

tetrahydropyrrolo[3,4-c]pyrrole-1,3-dione

cis-perhydropyrrolo[3,4-c]pyrrole-1,3-dione

(3aR,6aS)-tert-butyl 5-benzylhexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Refernces

• 1、 -. "QUINOLONE DERIVATIVES AS FIBROBLAST GROWTH FACTOR RECEPTOR INHIBITORS". Page/Page column 139. . Retrieved 2015/09/23.
• 2、 Bunnelle, William H.,Tietje, Karin R.,Frost, Jennifer M.,Peters, Dan,Ji, Anguo,Li, Tao,Scanio, Marc J. C.,Shi, Lei,Anderson, David J.,Dyhring, Tino,Gr?nlien, Jens H.,Ween, Hilde,Thorin-Hagene, Kirsten,Meyer, Michael D.. "Octahydropyrrolo[3,4-c]pyrrole: A diamine scaffold for construction of either α4β2 or α7-selective nicotinic acetylcholine receptor (nAChR) ligands. Substitutions that switch subtype selectivity". experimental part. p. 4126 - 4141. Retrieved 2010/03/02.