(R,R)-1,2-dicyclohexylethane-1,2-diol {(1S)-[(S,S)-N,N-bis(1-phenylethyl)carbamoyloxy](dimethylphenylsilyl)methyl}boronate

Base Information

Chemical Name:(R,R)-1,2-dicyclohexylethane-1,2-diol {(1S)-[(S,S)-N,N-bis(1-phenylethyl)carbamoyloxy](dimethylphenylsilyl)methyl}boronate
CAS No.:869218-53-1
Molecular Formula:C₄₀H₅₄BNO₄Si
Molecular Weight:651.77
Hs Code.:

Synonyms:(R,R)-1,2-dicyclohexylethane-1,2-diol {(1S)-[(S,S)-N,N-bis(1-phenylethyl)carbamoyloxy](dimethylphenylsilyl)methyl}boronate

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Chemical Property of (R,R)-1,2-dicyclohexylethane-1,2-diol {(1S)-[(S,S)-N,N-bis(1-phenylethyl)carbamoyloxy](dimethylphenylsilyl)methyl}boronate

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Technology Process of (R,R)-1,2-dicyclohexylethane-1,2-diol {(1S)-[(S,S)-N,N-bis(1-phenylethyl)carbamoyloxy](dimethylphenylsilyl)methyl}boronate

There total 9 articles about (R,R)-1,2-dicyclohexylethane-1,2-diol {(1S)-[(S,S)-N,N-bis(1-phenylethyl)carbamoyloxy](dimethylphenylsilyl)methyl}boronate 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: 42.0%

: 869218-52-0
(R,R)-1,2-dicyclohexylethane-1,2-diol tert-butyl alcohol borate

: 869218-44-0
(dimethylphenylsilyl)methyl (S,S)-N,N-bis(1-phenylethyl)carbamate

: 869218-53-1
(R,R)-1,2-dicyclohexylethane-1,2-diol {(1S)-[(S,S)-N,N-bis(1-phenylethyl)carbamoyloxy](dimethylphenylsilyl)methyl}boronate

: 869218-54-2
(R,R)-1,2-dicyclohexylethane-1,2-diol {(R)-[(S,S)-N,N-bis(1-phenylethyl)carbamoyloxy](dimethylphenylsilyl)methyl}boronate

Guidance literature:: (dimethylphenylsilyl)methyl (S,S)-N,N-bis(1-phenylethyl)carbamate; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 0.25h;

(R,R)-1,2-dicyclohexylethane-1,2-diol tert-butyl alcohol borate; In tetrahydrofuran; cyclohexane; at -78 ℃;
DOI:10.1021/ja051568g

Reference yield:

: N,N-bis((S)-α-phenylethyl)chloroformamide

: 869218-53-1
(R,R)-1,2-dicyclohexylethane-1,2-diol {(1S)-[(S,S)-N,N-bis(1-phenylethyl)carbamoyloxy](dimethylphenylsilyl)methyl}boronate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 4.92 g / DMAP / toluene / Heating

2.1: s-BuLi; TMEDA / tetrahydrofuran; cyclohexane / 0.25 h / -78 °C

2.2: 42 percent / tetrahydrofuran; cyclohexane / -78 °C

With dmap; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; cyclohexane; toluene;
DOI:10.1021/ja051568g

Reference yield:

: 869218-63-3
(S)-pinanediol (dimethylphenylsilyl)methylboronate

: 869218-53-1
(R,R)-1,2-dicyclohexylethane-1,2-diol {(1S)-[(S,S)-N,N-bis(1-phenylethyl)carbamoyloxy](dimethylphenylsilyl)methyl}boronate

Guidance literature:: Multi-step reaction with 3 steps

1.1: aq. H₂O₂; NaHCO₃ / tetrahydrofuran / 50 °C

1.2: 78 percent / pentaerythritol / tetrahydrofuran; H₂O

2.1: 4.92 g / DMAP / toluene / Heating

3.1: s-BuLi; TMEDA / tetrahydrofuran; cyclohexane / 0.25 h / -78 °C

3.2: 42 percent / tetrahydrofuran; cyclohexane / -78 °C

With dmap; N,N,N,N,-tetramethylethylenediamine; dihydrogen peroxide; sec.-butyllithium; sodium hydrogencarbonate; In tetrahydrofuran; cyclohexane; toluene;
DOI:10.1021/ja051568g