(S)-methyl 2-(picolinamido)-3-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate

Base Information

Chemical Name:(S)-methyl 2-(picolinamido)-3-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate
CAS No.:1609203-99-7
Molecular Formula:C₂₂H₂₇BN₂O₅
Molecular Weight:410.278
Hs Code.:

Synonyms:(S)-methyl 2-(picolinamido)-3-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate

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Chemical Property of (S)-methyl 2-(picolinamido)-3-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate

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Technology Process of (S)-methyl 2-(picolinamido)-3-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate

There total 2 articles about (S)-methyl 2-(picolinamido)-3-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate 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: 63.0%

: 189341-90-0
3-phenyl-2-[(pyridine-2-carbonyl)amino]propionic acid methyl ester

: 73183-34-3
bis(pinacol)diborane

: 1609203-99-7
(S)-methyl 2-(picolinamido)-3-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate

Guidance literature:: With diisopropylsulfide; oxygen; palladium diacetate; lithium carbonate; sodium hydrogencarbonate; lithium fluoride; In benzonitrile; acetonitrile; at 20 - 80 ℃; for 12h; Glovebox; Sealed tube;
DOI:10.1002/anie.201310000

Reference yield:

: 98-98-6
2-Picolinic acid

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 1609203-99-7
(S)-methyl 2-(picolinamido)-3-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 0.25 h / 0 °C

1.2: 0.5 h / 0 °C

1.3: 9 h / 0 - 20 °C

2.1: lithium carbonate; sodium hydrogencarbonate; palladium diacetate; lithium fluoride; diisopropylsulfide; oxygen / acetonitrile; benzonitrile / 12 h / 20 - 80 °C / Glovebox; Sealed tube

With diisopropylsulfide; oxygen; palladium diacetate; lithium carbonate; sodium hydrogencarbonate; lithium fluoride; In dichloromethane; benzonitrile; acetonitrile;
DOI:10.1002/anie.201310000