[(1S)-1-[bis(trimethylsilyl)amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-) pinandiolato diester

Base Information

Chemical Name:[(1S)-1-[bis(trimethylsilyl)amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-) pinandiolato diester
CAS No.:1613269-66-1
Molecular Formula:C₃₀H₅₂BNO₅Si₂
Molecular Weight:573.729
Hs Code.:

Synonyms:[(1S)-1-[bis(trimethylsilyl)amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-) pinandiolato diester

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Chemical Property of [(1S)-1-[bis(trimethylsilyl)amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-) pinandiolato diester

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Technology Process of [(1S)-1-[bis(trimethylsilyl)amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-) pinandiolato diester

There total 7 articles about [(1S)-1-[bis(trimethylsilyl)amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-) pinandiolato 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:

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

: 4039-32-1
lithium hexamethyldisilazane

: 1613269-66-1
[(1S)-1-[bis(trimethylsilyl)amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-) pinandiolato diester

Guidance literature:: In tetrahydrofuran; at -20 ℃; for 1h;

Reference yield:

: 23602-64-4
2-hydroxy-3-iodo-benzaldehyde

: 1613269-66-1
[(1S)-1-[bis(trimethylsilyl)amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-) pinandiolato diester

Guidance literature:: Multi-step reaction with 7 steps

1.1: caesium carbonate / N,N-dimethyl acetamide / 4.75 h

2.1: 2,3-Dimethyl-2-butene; disodium hydrogen phosphate monohydrate; sodium chlorite / water; tert-butyl alcohol / 0.33 h

3.1: thionyl chloride / 0.5 h / 82 °C

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

4.2: 1.5 h

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

5.2: 0.75 h / -78 °C

5.3: 2 h

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

6.2: 1.13 h / -100 - -10 °C

7.1: tetrahydrofuran / 1 h / -20 °C

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

Reference yield:

: 1613269-59-2
3-iodo-2-methoxybenzoic acid tert-butyl ester

: 1613269-66-1
[(1S)-1-[bis(trimethylsilyl)amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-) pinandiolato diester

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 0.75 h / -78 °C

1.3: 2 h

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

2.2: 1.13 h / -100 - -10 °C

3.1: tetrahydrofuran / 1 h / -20 °C

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