1-(Acetamido(1H-indol-2-yl)methyl) 3-ethyl 2-ethylmalonate

Base Information

• Chemical Name: 1-(Acetamido(1H-indol-2-yl)methyl) 3-ethyl 2-ethylmalonate
• CAS No.: 13373-31-4
• Molecular Formula: C18H22 N2 O5
• Molecular Weight: 346.383
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80697634
• Mol file: 13373-31-4.mol

Synonyms:13373-31-4;1-(Acetamido(1H-indol-2-yl)methyl) 3-ethyl 2-ethylmalonate;1-Acetamido(1H-indol-2-yl)methyl3-ethyl2-ethylmalonate;1-O-[acetamido(1H-indol-2-yl)methyl] 3-O-ethyl 2-ethylpropanedioate;DTXSID80697634;ZBXTVCLATWMAHY-UHFFFAOYSA-N;A806669;Acetamido(1H-indol-2-yl)methyl ethyl ethylpropanedioate;1-ACETAMIDO(1H-INDOL-2-YL)METHYL 3-ETHYL 2-ETHYLPROPANEDIOATE

Chemical Property of 1-(Acetamido(1H-indol-2-yl)methyl) 3-ethyl 2-ethylmalonate

Chemical Property:

• PSA: 100.98000
• LogP: 3.27540
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 346.15287181
• Heavy Atom Count: 25
• Complexity: 496

Purity/Quality:

97% ^*data from raw suppliers

1-ACETAMIDO(1H-INDOL-2-YL)METHYL-3-ETHYL2-ETHYLMALONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C(=O)OCC)C(=O)OC(C1=CC2=CC=CC=C2N1)NC(=O)C

Technology Process of 1-(Acetamido(1H-indol-2-yl)methyl) 3-ethyl 2-ethylmalonate

There total 7 articles about 1-(Acetamido(1H-indol-2-yl)methyl) 3-ethyl 2-ethylmalonate 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:

C12H17N2(1+)*CH3O4S(1-) (95242-11-8) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → ethyl 2-acetamido-3-(2-indolyl)propionate (96286-14-5) + diethyl 2-acetamido-2-<(2-indolyl)methyl>malonate (13373-31-4) + Diethyl carbonate (105-58-8,76619-83-5)

Guidance literature:

With sodium; Yield given. Multistep reaction;

DOI:10.1246/bcsj.58.123

Reference yield:

(1H-indol-2-ylmethyl)dimethylamine (13993-04-9) → diethyl 2-acetamido-2-<(2-indolyl)methyl>malonate (13373-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 1 h / 20 °C

2: sodium / ethanol; 20 deg C; 3 days;

With sodium; In ethanol;

DOI:10.1246/bcsj.58.123

Reference yield:

Indole-2-carbonyl chloride (58881-45-1) → diethyl 2-acetamido-2-<(2-indolyl)methyl>malonate (13373-31-4)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether

2: LiAlH₄; THF

3: ethanol; sodium

With tetrahydrofuran; lithium aluminium tetrahydride; diethyl ether; ethanol; sodium;

DOI:10.1021/jo01145a023

upstream raw materials:

(1H-indol-2-ylmethyl)dimethylamine

dimethyl sulfate

2-acetylaminomalonic acid diethyl ester

C₁₂H₁₇N₂⁽¹⁺⁾*CH₃O₄S^(1-)

Downstream raw materials:

1-methyl-5H-pyrido<4,3-b>indole-3-carboxylic acid

3-amino-1-methyl-5H-pyrido[4,3-b]indole

Refernces