methyl 3-[5-acetyl-2-[2-[[3-ethyl-5-[(3-ethyl-4-methyl-5-oxopyrrol-2-yl)methylidene]-4-methylpyrrol-2-ylidene]methyl]-3-methyl-4-oxo-1H-cyclopenta[b]pyrrol-6-ylidene]-4-methyl-3,4-dihydropyrrol-3-yl]propanoate

Base Information

• Chemical Name: methyl 3-[5-acetyl-2-[2-[[3-ethyl-5-[(3-ethyl-4-methyl-5-oxopyrrol-2-yl)methylidene]-4-methylpyrrol-2-ylidene]methyl]-3-methyl-4-oxo-1H-cyclopenta[b]pyrrol-6-ylidene]-4-methyl-3,4-dihydropyrrol-3-yl]propanoate
• CAS No.: 7234-29-9
• Molecular Formula: C35H40N4O5
• Molecular Weight: 382.152
• DSSTox Substance ID: DTXSID50413242
• Mol file: 7234-29-9.mol

Synonyms:7234-29-9;methyl 3-[5-acetyl-2-[2-[[3-ethyl-5-[(3-ethyl-4-methyl-5-oxopyrrol-2-yl)methylidene]-4-methylpyrrol-2-ylidene]methyl]-3-methyl-4-oxo-1H-cyclopenta[b]pyrrol-6-ylidene]-4-methyl-3,4-dihydropyrrol-3-yl]propanoate;DTXSID50413242

Chemical Property of methyl 3-[5-acetyl-2-[2-[[3-ethyl-5-[(3-ethyl-4-methyl-5-oxopyrrol-2-yl)methylidene]-4-methylpyrrol-2-ylidene]methyl]-3-methyl-4-oxo-1H-cyclopenta[b]pyrrol-6-ylidene]-4-methyl-3,4-dihydropyrrol-3-yl]propanoate

Chemical Property:

• Vapor Pressure: 5.46E-23mmHg at 25°C
• Boiling Point: 759.9°Cat760mmHg
• Flash Point: 413.4°C
• Density: 1.29g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 596.29987039
• Heavy Atom Count: 44
• Complexity: 1550

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(C(=CC2=NC(=O)C(=C2CC)C)NC1=CC3=C(C4=C(N3)C(=C5C(C(C(=N5)C(=O)C)C)CCC(=O)OC)CC4=O)C)C

Technology Process of methyl 3-[5-acetyl-2-[2-[[3-ethyl-5-[(3-ethyl-4-methyl-5-oxopyrrol-2-yl)methylidene]-4-methylpyrrol-2-ylidene]methyl]-3-methyl-4-oxo-1H-cyclopenta[b]pyrrol-6-ylidene]-4-methyl-3,4-dihydropyrrol-3-yl]propanoate

There total 7 articles about methyl 3-[5-acetyl-2-[2-[[3-ethyl-5-[(3-ethyl-4-methyl-5-oxopyrrol-2-yl)methylidene]-4-methylpyrrol-2-ylidene]methyl]-3-methyl-4-oxo-1H-cyclopenta[b]pyrrol-6-ylidene]-4-methyl-3,4-dihydropyrrol-3-yl]propanoate 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: 92.0%

2-iodophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (94575-69-6) → 2-iodophenyl β-D-glucopyranoside (7234-29-9)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 3h;

DOI:10.1021/jacs.7b07020

Reference yield:

UDP-glucose (133-89-1) + 2-Iodophenol (533-58-4) → 2-iodophenyl β-D-glucopyranoside (7234-29-9)

Guidance literature:

With OleD A₂₄₂V/S₁₃₂F/P₆₇T triple mutant; tris hydrochloride; magnesium chloride; at 25 ℃; for 16h; pH=8.0; stereoselective reaction; Enzymatic reaction;

DOI:10.1002/anie.200803508

Reference yield:

2-Iodophenol (533-58-4) → 2-iodophenyl β-D-glucopyranoside (7234-29-9)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid

2: sodium ethylate; ethanol

With ethanol; sodium ethanolate; toluene-4-sulfonic acid;

upstream raw materials:

2-iodophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

2-Iodophenol

β-D-glucose pentaacetate

UDP-glucose

Downstream raw materials:

3-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)cholesterol

O-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl]cholesterol

Refernces

• 1、 Gantt, Richard W.,Goff, Randal D.,Williams, Gavin J.,Thorson, Jon S.. "Probing the aglycon promiscuity of an engineered glycosyltransferase". supporting information; experimental part. p. 8889 - 8892. Retrieved 2009/05/26.