benzyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: benzyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate
• CAS No.: 20303-31-5
• Molecular Formula: C18H21NO4
• Molecular Weight: 315.369
• Hs Code.: 2933990090
• European Community (EC) Number: 629-231-0
• DSSTox Substance ID: DTXSID00349683
• Nikkaji Number: J702.812A
• Wikidata: Q82125081
• ChEMBL ID: CHEMBL1332023
• Mol file: 20303-31-5.mol

Synonyms:20303-31-5;benzyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate;Methyl 5-(benzyloxycarbonyl)-2,4-dimethyl-3-pyrrolepropionate;MLS000071468;MFCD00010681;4-(2-Methoxycarbonyl-ethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid benzyl ester;SMR000037041;UPCMLD-DP155;Oprea1_855982;SCHEMBL59661;cid_657433;CHEMBL1332023;UPCMLD-DP155:001;BDBM44579;DTXSID00349683;KCXNIAMRWFWMOX-UHFFFAOYSA-N;HMS2164O18;HMS3307B20;AMY14567;STK831576;AKOS000506562;SB63928;s10602;NCGC00018532-01;NCGC00018532-02;NCGC00018532-03;NCGC00022790-02;AS-54489;SY008177;CS-0153620;FT-0637976;A879723;J-013201;methyl 5-(benzyloxycarbonyl)dimethyl-3-pyrrolepropionate;methyl 5-(benzyloxycarbonyl)-2,4-dimethyl-3-pyrrolepropanoate;2-Benzyloxycarbonyl-3,5-dimethyl-4-(2-methoxycarbonylethyl)pyrrole;Methyl 5-(benzyloxycarbonyl)-2,4-dimethyl-3-pyrrolepropionate, 97%;(phenylmethyl) 4-(3-methoxy-3-oxidanylidene-propyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate;1H-Pyrrole-3-propanoic acid, 2,4-dimethyl-5-[(phenylmethoxy)carbonyl]-, methyl ester;4-(3-keto-3-methoxy-propyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid benzyl ester;4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid (phenylmethyl) ester

Chemical Property of benzyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate

Chemical Property:

• Vapor Pressure: 5.82E-09mmHg at 25°C
• Melting Point: 98-99oC(lit.)
• Boiling Point: 468.8oC at 760 mmHg
• PKA: 16.12±0.50(Predicted)
• Flash Point: 237.3oC
• PSA: 68.39000
• Density: 1.175g/cm3
• LogP: 3.09410
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 315.14705815
• Heavy Atom Count: 23
• Complexity: 406

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 5-(benzyloxycarbonyl)-2,4-dimethyl-3-pyrrolepropionate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(NC(=C1CCC(=O)OC)C)C(=O)OCC2=CC=CC=C2
• Uses: Methyl 5-(benzyloxycarbonyl)-2,4-dimethyl-3-pyrrolepropionate may be used in chemical synthesis studies.

Technology Process of benzyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate

There total 8 articles about benzyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate 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: 60.0%

methanol (67-56-1) + benzyl 3-(2-benzyloxycarbonylethyl)-2,4-dimethylpyrrole-5-carboxylate (99602-66-1) → benzyl 4-(2-methoxycarbonylethyl)-3,5-dimethylpyrrole-2-carboxylate (20303-31-5)

Guidance literature:

With sodium; In tetrahydrofuran; at 20 ℃; for 1.16667h;

Reference yield: 52.0%

methyl 4-acetyl-5-oxohexanoate (13984-53-7) + benzyl (Z/E)-2-hydroxyimino-3-oxobutanoate (27331-98-2) → benzyl 4-(2-methoxycarbonylethyl)-3,5-dimethylpyrrole-2-carboxylate (20303-31-5)

Guidance literature:

With acetic acid; zinc; at 65 ℃;

DOI:10.1142/S1088424610002227

Reference yield:

benzyl acetoacetate (5396-89-4) → benzyl 4-(2-methoxycarbonylethyl)-3,5-dimethylpyrrole-2-carboxylate (20303-31-5)

Guidance literature:

With acetic acid; sodium nitrite; anschliessend Erhitzen mit 4-Acetyl-5-oxo-hexansaeure-methylester und Zink-Pulver;

upstream raw materials:

benzyl acetoacetate

benzyl 3-(2-benzyloxycarbonylethyl)-2,4-dimethylpyrrole-5-carboxylate

ethyl 3,5-dimethyl-4-(2-methoxycarbonyl-ethyl)pyrrole-2-carboxylate

ethyl 5-(ethoxycarbonyl)-2,4-dimethyl-1H-pyrrole-3-propanoate

Downstream raw materials:

3-(5-benzyloxycarbonyl-2-bromomethyl-4-methyl-pyrrol-3-yl)-propionic acid methyl ester

methyl 2,4-dimethyl-3-pyrrolepropionate

Benzyl 4-(2-Methoxycarbonylethyl)-1,3,5-trimethylpyrrole-2-carboxylate

benzyl 4-(3-hydroxypropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate

Refernces

• 1、 Lemon, Christopher M.,Marletta, Michael A.. "Corrole-Substituted Fluorescent Heme Proteins". . p. 2716 - 2729. Retrieved 2021/02/16.
• 2、 -. "Process For Preparing Porphyrin Derivatives, Such As Protoporphyrin (IX) And Synthesis Intermediates". Page/Page column 15. . Retrieved 2008/12/07.