[(1R)-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)-1-chloro-ethyl]boronic acid (-)-pinanediolato diester

Base Information

Chemical Name:[(1R)-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)-1-chloro-ethyl]boronic acid (-)-pinanediolato diester
CAS No.:1613269-61-6
Molecular Formula:C₂₄H₃₄BClO₅
Molecular Weight:448.795
Hs Code.:

Synonyms:[(1R)-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)-1-chloro-ethyl]boronic acid (-)-pinanediolato diester

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Chemical Property of [(1R)-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)-1-chloro-ethyl]boronic acid (-)-pinanediolato diester

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Technology Process of [(1R)-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)-1-chloro-ethyl]boronic acid (-)-pinanediolato diester

There total 6 articles about [(1R)-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)-1-chloro-ethyl]boronic acid (-)-pinanediolato diester 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:

: 75-09-2
dichloromethane

: 1613269-60-5
(3-tert-butoxycarbonyl-2-methoxy-phenyl)methylboronic acid (-)-pinanediolato diester

: 1613269-61-6
[(1R)-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)-1-chloro-ethyl]boronic acid (-)-pinanediolato diester

Guidance literature:: dichloromethane; With n-butyllithium; In tetrahydrofuran; hexane; at -100 ℃; for 1h;

(3-tert-butoxycarbonyl-2-methoxy-phenyl)methylboronic acid (-)-pinanediolato diester; With zinc(II) chloride; In tetrahydrofuran; diethyl ether; hexane; at -100 - -10 ℃; for 1.13333h;

Reference yield:

: 874347-49-6
3-iodo-2-methoxy-benzaldehyde

: 1613269-61-6
[(1R)-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)-1-chloro-ethyl]boronic acid (-)-pinanediolato diester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,3-Dimethyl-2-butene; disodium hydrogen phosphate monohydrate; sodium chlorite / water; tert-butyl alcohol / 0.33 h

2.1: thionyl chloride / 0.5 h / 82 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -5 °C

3.2: 1.5 h

4.1: TurboGrignard / tetrahydrofuran / 0.33 h / -40 °C

4.2: 0.75 h / -78 °C

4.3: 2 h

5.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -100 °C

5.2: 1.13 h / -100 - -10 °C

With sodium chlorite; TurboGrignard; n-butyllithium; thionyl chloride; 2,3-Dimethyl-2-butene; disodium hydrogen phosphate monohydrate; In tetrahydrofuran; hexane; water; tert-butyl alcohol;

Reference yield:

: 879498-16-5
3-iodo-2-methoxy-benzoic acid

: 1613269-61-6
[(1R)-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)-1-chloro-ethyl]boronic acid (-)-pinanediolato diester

Guidance literature:: Multi-step reaction with 4 steps

1.1: thionyl chloride / 0.5 h / 82 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -5 °C

2.2: 1.5 h

3.1: TurboGrignard / tetrahydrofuran / 0.33 h / -40 °C

3.2: 0.75 h / -78 °C

3.3: 2 h

4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -100 °C

4.2: 1.13 h / -100 - -10 °C

With TurboGrignard; n-butyllithium; thionyl chloride; In tetrahydrofuran; hexane;