p-(N-p-toluenesulfonylpyrolinamido)phenyl boronic acid pinacol ester

Base Information

Chemical Name:p-(N-p-toluenesulfonylpyrolinamido)phenyl boronic acid pinacol ester
CAS No.:1312311-20-8
Molecular Formula:C₂₄H₃₁BN₂O₅S
Molecular Weight:470.398
Hs Code.:

Synonyms:

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Chemical Property of p-(N-p-toluenesulfonylpyrolinamido)phenyl boronic acid pinacol ester

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Technology Process of p-(N-p-toluenesulfonylpyrolinamido)phenyl boronic acid pinacol ester

There total 2 articles about p-(N-p-toluenesulfonylpyrolinamido)phenyl boronic acid pinacol ester 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:

: 110771-95-4
(R)-N-tosylproline

: 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline

: 1312311-20-8
p-(N-p-toluenesulfonylpyrolinamido)phenyl boronic acid pinacol ester

Guidance literature:: With thionyl chloride; triethylamine; In dichloromethane; (N2); addn. of SOCl2 to soln. of N-p-toluenesulfonyl-D-proline in CH2Cl2, stirring at room temp. for 16 h, evapn. of solvent, dissolving in CH2Cl2, addn. of Me4BO2C6H4NH2 and then Et3N, stirring at 0°C for 1 h; evapn. of solvent under reduced pressure, chromy. on silica gel using 2:1 (v/v) hexanes/EtOAc as eluent;
DOI:10.1021/om2003078

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 1312311-20-8
p-(N-p-toluenesulfonylpyrolinamido)phenyl boronic acid pinacol ester

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 16 h / 20 °C

2: triethylamine / dichloromethane / 1 h / 0 °C

With triethylamine; In dichloromethane;
DOI:10.1021/om2003078

Reference yield:

: 1312311-20-8
p-(N-p-toluenesulfonylpyrolinamido)phenyl boronic acid pinacol ester

: 1312311-21-9
p-(N-p-toluenesulfonylpyrolinamido)phenyl boronic acid

Guidance literature:: With sodium periodate; hydrochloric acid; In tetrahydrofuran; water; (N2); stirring of Me4C2BO2C6H4NHCOC4H7NTs and sodium periodate (3 equiv.) in 4:1 mixt. of THF and H2O for 1 h, addn. of aq. HCl (0.7 equiv.) to suspn., stirring at ambient temp. for 6 h; diluting with H2O and extn. with EtOAc, washing of combined org. layer with H2O ad brine, drying over anhyd. Na2SO4, decanting, evapn. of solvent;
DOI:10.1021/om2003078