(S)-(+)-N-[phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]acetamide

Base Information

Chemical Name:(S)-(+)-N-[phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]acetamide
CAS No.:1246754-94-8
Molecular Formula:C₁₅H₂₂BNO₃
Molecular Weight:275.156
Hs Code.:

Synonyms:(S)-(+)-N-[phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]acetamide

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

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Chemical Property of (S)-(+)-N-[phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]acetamide

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Technology Process of (S)-(+)-N-[phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]acetamide

There total 6 articles about (S)-(+)-N-[phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]acetamide 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:

: 867181-97-3
(+/-)-1-acetamido-1-phenylmethaneboronic acid

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 1246754-94-8
(S)-(+)-N-[phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]acetamide

: (R)-(-)-N-[phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]acetamide

Guidance literature:: With magnesium sulfate; In tetrahydrofuran; at 20 ℃; for 12h; optical yield given as %ee; Inert atmosphere;
DOI:10.1021/ja106632j

Reference yield:

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 641620-70-4
C₉H₁₂BNO₃

: 1246754-94-8
(S)-(+)-N-[phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]acetamide

: (R)-(-)-N-[phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]acetamide

Guidance literature:: With magnesium sulfate; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ja210025q

Reference yield:

: C₂₃H₄₀BNO₂Si₂

: 1246754-94-8
(S)-(+)-N-[phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]acetamide

: (R)-(-)-N-[phenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: acetic acid / -78 - 20 °C / Inert atmosphere

2: hydrogenchloride; water / 3 h / Reflux; Inert atmosphere

3: magnesium sulfate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With hydrogenchloride; water; magnesium sulfate; acetic acid; In tetrahydrofuran;
DOI:10.1021/ja210025q