(2R,3R)-3-(6-bromo-2-methoxyquinolin-3-yl)-3-phenylpropane-1,2-diol

Base Information

Chemical Name:(2R,3R)-3-(6-bromo-2-methoxyquinolin-3-yl)-3-phenylpropane-1,2-diol
CAS No.:1298044-19-5
Molecular Formula:C₁₉H₁₈BrNO₃
Molecular Weight:388.261
Hs Code.:

Synonyms:(2R,3R)-3-(6-bromo-2-methoxyquinolin-3-yl)-3-phenylpropane-1,2-diol

Suppliers and Price of (2R,3R)-3-(6-bromo-2-methoxyquinolin-3-yl)-3-phenylpropane-1,2-diol

Supply Marketing:

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

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Total 1 raw suppliers

Chemical Property of (2R,3R)-3-(6-bromo-2-methoxyquinolin-3-yl)-3-phenylpropane-1,2-diol

Chemical Property:

Purity/Quality:: 95%-98% ^*data from raw suppliers

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Technology Process of (2R,3R)-3-(6-bromo-2-methoxyquinolin-3-yl)-3-phenylpropane-1,2-diol

There total 5 articles about (2R,3R)-3-(6-bromo-2-methoxyquinolin-3-yl)-3-phenylpropane-1,2-diol 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: 86.0%

: 1298044-10-6
[(2S,3S)-3-(6-bromo-2-methoxyquinolin-3-yl)oxiran-2-yl]methanol

: 100-58-3
phenylmagnesium bromide

: 1298044-19-5
(2R,3R)-3-(6-bromo-2-methoxyquinolin-3-yl)-3-phenylpropane-1,2-diol

Guidance literature:: phenylmagnesium bromide; With copper(l) cyanide; In tetrahydrofuran; diethyl ether; at -40 ℃; for 1h;

[(2S,3S)-3-(6-bromo-2-methoxyquinolin-3-yl)oxiran-2-yl]methanol; In tetrahydrofuran; diethyl ether; at -40 ℃; for 3h;

With water; ammonium chloride; In tetrahydrofuran; diethyl ether; ethyl acetate; for 3h; regioselective reaction;
DOI:10.1002/ejoc.201001720

Reference yield:

: 1298044-17-3
(E)-3-(6-bromo-2-methoxyquinolin-3-yl)prop-2-en-1-ol

: 1298044-19-5
(2R,3R)-3-(6-bromo-2-methoxyquinolin-3-yl)-3-phenylpropane-1,2-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane / 0.67 h / -20 °C / Molecular sieve

1.2: 4 h / -20 °C

2.1: copper(l) cyanide / tetrahydrofuran; diethyl ether / 1 h / -40 °C

2.2: 3 h / -40 °C

2.3: 3 h

With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; copper(l) cyanide; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Sharpless epoxidation / 1.2: Sharpless epoxidation;
DOI:10.1002/ejoc.201001720

Reference yield:

: 1298044-13-9
ethyl (E)-3-(6-bromo-2-chloroquinolin-3-yl)acrylate

: 1298044-19-5
(2R,3R)-3-(6-bromo-2-methoxyquinolin-3-yl)-3-phenylpropane-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisobutylaluminium hydride / hexane; dichloromethane / 2 h / 0 - 20 °C

1.2: 4 h

2.1: methanol / 8 h / 80 °C

3.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane / 0.67 h / -20 °C / Molecular sieve

3.2: 4 h / -20 °C

4.1: copper(l) cyanide / tetrahydrofuran; diethyl ether / 1 h / -40 °C

4.2: 3 h / -40 °C

4.3: 3 h

With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; copper(l) cyanide; diisobutylaluminium hydride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; 3.1: Sharpless epoxidation / 3.2: Sharpless epoxidation;
DOI:10.1002/ejoc.201001720