| 000 | 02734nlm1a2200409 4500 | ||
|---|---|---|---|
| 001 | 662812 | ||
| 005 | 20231030041833.0 | ||
| 035 | _a(RuTPU)RU\TPU\network\33970 | ||
| 035 | _aRU\TPU\network\33048 | ||
| 090 | _a662812 | ||
| 100 | _a20201105a2020 k y0engy50 ba | ||
| 101 | 0 | _aeng | |
| 135 | _adrcn ---uucaa | ||
| 181 | 0 | _ai | |
| 182 | 0 | _ab | |
| 200 | 1 |
_aCatalyst-free regioselective acetylation of primary hydroxy groups in partially protected and unprotected thioglycosides with acetic acid _fP. I. Abronina, N. N. Malysheva, A. I. Zinin [et al.] |
|
| 203 |
_aText _celectronic |
||
| 300 | _aTitle screen | ||
| 320 | _a[References: 80 tit.] | ||
| 330 | _aHighly regioselective acetylation of primary hydroxy groups in thioglycoside derivatives with gluco- and galacto-configurations was achieved by treatment with aqueous or anhydrous acetic acid (60–100% AcOH) at elevated temperatures (80–118 °C), avoiding complex, costly and time-consuming manipulations with protective groups. Acetylation of both 4,6-O-benzylidene acetals and the corresponding diols as well as the unprotected tetraol with AcOH was shown to lead selectively to formation of 6-O-acetyl derivatives. For example, the treatment of phenyl 1-thio-?-D-glucopyranoside with anhydrous AcOH at 80 °C for 24 h gave the corresponding 6-O-acetylated derivative in 47% yield (71% based on the reacted starting material) and unreacted starting tetraol in 34% yield, which can easily be recovered by silica gel chromatography and reused in further acetylation. | ||
| 333 | _aРежим доступа: по договору с организацией-держателем ресурса | ||
| 461 | _tRSC Advances | ||
| 463 |
_tVol. 10, iss. 60 _v[P. 36836-36842] _d2020 |
||
| 610 | 1 | _aэлектронный ресурс | |
| 610 | 1 | _aтруды учёных ТПУ | |
| 610 | 1 | _aацетилирование | |
| 610 | 1 | _aгидроксильные группы | |
| 701 | 1 |
_aAbronina _bP. I. _gPolina |
|
| 701 | 1 |
_aMalysheva _bN. N. _gNelly |
|
| 701 | 1 |
_aZinin _bA. I. _gAleksandr Ivanovich |
|
| 701 | 1 |
_aKolotyrkina _bN. G. _gNatalya |
|
| 701 | 1 |
_aStepanova _bE. V. _cchemist _cengineer of Tomsk Polytechnic University _f1978- _gElena Vladimirovna _2stltpush _3(RuTPU)RU\TPU\pers\34245 |
|
| 701 | 1 |
_aKononov _bL. O. _gLeonid |
|
| 712 | 0 | 2 |
_aНациональный исследовательский Томский политехнический университет _bИсследовательская школа химических и биомедицинских технологий (ИШХБМТ) _c(2017- ) _h8120 _2stltpush _3(RuTPU)RU\TPU\col\23537 |
| 801 | 2 |
_aRU _b63413507 _c20210119 _gRCR |
|
| 856 | 4 | _uhttps://doi.org/10.1039/D0RA07360A | |
| 942 | _cCF | ||