Methyl (3S)-(+)-3-(methyl-1H-indol-3-yl)-3-phenylpropionate

Base Information

Chemical Name:Methyl (3S)-(+)-3-(methyl-1H-indol-3-yl)-3-phenylpropionate
CAS No.:429689-17-8
Molecular Formula:C₁₉H₁₉NO₂
Molecular Weight:293.365
Hs Code.:
European Community (EC) Number:693-586-8
DSSTox Substance ID:DTXSID70584387
Wikidata:Q76511197
Mol file:429689-17-8.mol

Synonyms:429689-17-8;Methyl (3S)-(+)-3-(methyl-1H-indol-3-yl)-3-phenylpropionate;METHYL (3S)-3-(1-METHYLINDOL-3-YL)-3-PHENYLPROPANOATE;DTXSID70584387;(S)-methyl 3-(1-methyl-1H-indol-3-yl)-3-phenylpropanoate;(S)-Methyl-3-(1-methyl-1H-indol-3-yl)-phenyl-propionate;Methyl (3S)-3-(1-methyl-1H-indol-3-yl)-3-phenylpropanoate;1H-Indole-3-propanoicacid,1-methyl-b-phenyl-,methyl ester,(bs)-;Methyl (3S)-(+)-3-(methyl-1H-indol-3-yl)-3-phenylpropionate, 98%

Suppliers and Price of Methyl (3S)-(+)-3-(methyl-1H-indol-3-yl)-3-phenylpropionate

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 (3S)-(+)-3-(methyl-1H-indol-3-yl)-3-phenylpropionate 98%
1g
$ 834.00

Chem-Impex
Methyl(3S)-(+)-3-(methyl-1H-indol-3-yl)-3-phenylpropionate,≥99%(Chiralpurity) ≥99%(Chiralpurity)
1G
$ 893.40

American Custom Chemicals Corporation
METHYL (3S)-(+)-3-(METHYL-1H-INDOL-3-YL)-3-PHENYLPROPIONATE 95.00%
1G
$ 1648.13

Total 5 raw suppliers

Chemical Property of Methyl (3S)-(+)-3-(methyl-1H-indol-3-yl)-3-phenylpropionate

Chemical Property:

Melting Point:89-93oC(lit.)
Boiling Point:442.9±30.0 °C(Predicted)
PSA：31.23000
Density:1.10±0.1 g/cm3(Predicted)
LogP:3.87330
XLogP3:3.5
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:293.141578849
Heavy Atom Count:22
Complexity:378

Purity/Quality:

99% ^*data from raw suppliers

Methyl (3S)-(+)-3-(methyl-1H-indol-3-yl)-3-phenylpropionate 98% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CN1C=C(C2=CC=CC=C21)C(CC(=O)OC)C3=CC=CC=C3
Isomeric SMILES:CN1C=C(C2=CC=CC=C21)[C@@H](CC(=O)OC)C3=CC=CC=C3

Technology Process of Methyl (3S)-(+)-3-(methyl-1H-indol-3-yl)-3-phenylpropionate

There total 3 articles about Methyl (3S)-(+)-3-(methyl-1H-indol-3-yl)-3-phenylpropionate 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