3-(1-methyl-1H-indol-3-yl)-3-phenylbutanoate

Base Information

Chemical Name:3-(1-methyl-1H-indol-3-yl)-3-phenylbutanoate
CAS No.:429689-18-9
Molecular Formula:C₁₉H₁₉NO₂
Molecular Weight:293.365
Hs Code.:
DSSTox Substance ID:DTXSID40697731
Mol file:429689-18-9.mol

Synonyms:DTXSID40697731;3-(1-methyl-1H-indol-3-yl)-3-phenylbutanoate

Suppliers and Price of 3-(1-methyl-1H-indol-3-yl)-3-phenylbutanoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Sigma-Aldrich
METHYL (3R)-(-)-3-(METHYL-1H-INDOL-3-YL)-3-PHENYLPROPANOATE AldrichCPR
100MG
$ 57.00

American Custom Chemicals Corporation
(R)-METHYL-3-(1-METHYL-1H-INDOL-3-YL)-PHENYL-PROPIONATE 98.00%
1G
$ 1738.28

Total 4 raw suppliers

Chemical Property of 3-(1-methyl-1H-indol-3-yl)-3-phenylbutanoate

Chemical Property:

Melting Point:89-93oC(lit.)
PSA：31.23000
LogP:3.87330
XLogP3:4.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:292.133753817
Heavy Atom Count:22
Complexity:399

Purity/Quality:

99% ^*data from raw suppliers

METHYL (3R)-(-)-3-(METHYL-1H-INDOL-3-YL)-3-PHENYLPROPANOATE AldrichCPR ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xn
Hazard Codes:Xn
Statements: 36-42/43
Safety Statements: 26-36

MSDS Files:

Useful:

Canonical SMILES:CC(CC(=O)[O-])(C1=CC=CC=C1)C2=CN(C3=CC=CC=C32)C

Technology Process of 3-(1-methyl-1H-indol-3-yl)-3-phenylbutanoate

There total 3 articles about 3-(1-methyl-1H-indol-3-yl)-3-phenylbutanoate 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:

: 67-56-1
methanol

: 603-76-9
1-methylindole

: 149794-30-9
(2E-3-phenyl-prop-2-enonyl)-phosphonic acid dimethyl ester

: 429689-16-7,429689-17-8,429689-18-9
(R)-3-(1-methyl-1H-indol-3-yl)-3-phenyl-propionic acid methyl ester

: 429689-16-7,429689-17-8,429689-18-9
(S)-3-(1-methyl-1H-indol-3-yl)-3-phenyl-propionic acid methyl ester

Guidance literature:: 1-methylindole; (2E-3-phenyl-prop-2-enonyl)-phosphonic acid dimethyl ester; With (S,S)-IndaPybox*Sc(OTf)3; In dichloromethane; at -78 ℃; for 48h;

methanol; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.5h; Title compound not separated from byproducts;
DOI:10.1021/ja036985c

Reference yield:

: 67-56-1
methanol

: 603-76-9
1-methylindole

: 149794-30-9
(2E-3-phenyl-prop-2-enonyl)-phosphonic acid dimethyl ester

: 429689-16-7,429689-17-8,429689-18-9
(R)-3-(1-methyl-1H-indol-3-yl)-3-phenyl-propionic acid methyl ester

: 429689-16-7,429689-17-8,429689-18-9
(S)-3-(1-methyl-1H-indol-3-yl)-3-phenyl-propionic acid methyl ester

Guidance literature:: 1-methylindole; (2E-3-phenyl-prop-2-enonyl)-phosphonic acid dimethyl ester; With (S,S)-IndaPybox*Sc(OTf)3; In dichloromethane; at -78 ℃; for 48h;

methanol; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.5h; Title compound not separated from byproducts;
DOI:10.1021/ja036985c

Reference yield:

: 149794-31-0
dimethyl [(E)-1-hydroxy-3-phenyl-2-propenyl]phosphonate

: 429689-16-7,429689-17-8,429689-18-9
(R)-3-(1-methyl-1H-indol-3-yl)-3-phenyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 71 percent / CrO₂ / acetonitrile / 2.5 h / Heating

2.1: (S,S)-IndaPybox*Sc(OTf)3 / CH₂Cl₂ / 48 h / -78 °C

2.2: DBU / CH₂Cl₂ / 0.5 h / 20 °C

With chromium (VI) oxide; (S,S)-IndaPybox*Sc(OTf)3; In dichloromethane; acetonitrile; 2.1: Friedel-Crafts alkylation;
DOI:10.1021/ja036985c