(-)-2,3-O-Isopropylidene-D-threitol
- CAS No.
- 73346-74-4
- Chemical Name:
- (-)-2,3-O-Isopropylidene-D-threitol
- Synonyms
- (4R,5R)-;2,3-O-isopropylidene threitol;2,3-O-ISOPROPYLIDENE-D-THREITOL;2,2-O-Isopropylidene-D-Threitol;2-O,3-O-Isopropylidene-D-threitol;2,3-DI-O-ISOPROPYLIDENE-D-THREITOL;(+)-2,3-O-ISOPROPYLIDINE-D-THREITOL;2,2-O-ISOPROPYLIDENE-D-THREITOL,99%;(-)-2,3-O-Isopropylidene-D-threitol;(-)-2,3-O-Isopropylidine-D-Threitol
- CBNumber:
- CB8428640
- Molecular Formula:
- C7H14O4
- Molecular Weight:
- 162.18
- MDL Number:
- MFCD00009761
- MOL File:
- 73346-74-4.mol
- MSDS File:
- SDS
| Melting point | 48-51 °C(lit.) |
|---|---|
| Boiling point | 91-93 °C0.01 mm Hg(lit.) |
| alpha | -3.1 º (c=5, CHCl3 26 ºC) |
| Density | 1.0585 (rough estimate) |
| refractive index | -4 ° (C=5, Acetone) |
| Flash point | >230 °F |
| storage temp. | Inert atmosphere,Store in freezer, under -20°C |
| solubility | Chloroform, Dichloromethane, Ethyl Acetate, THF |
| pka | 13.90±0.10(Predicted) |
| form | Oil |
| color | Yellow |
| Water Solubility | Soluble in water. |
| Sensitive | Hygroscopic |
| BRN | 1798 |
| CAS DataBase Reference | 73346-74-4(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H335 | |||||||||
| Precautionary statements | P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 20/21/22-36/37/38 | |||||||||
| Safety Statements | 22-24/25-36-26 | |||||||||
| WGK Germany | 3 | |||||||||
| F | 3-10 | |||||||||
| HS Code | 29329970 | |||||||||
| NFPA 704 |
|
(-)-2,3-O-Isopropylidene-D-threitol price More Price(37)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | I0375 | (-)-2,3-O-Isopropylidene-D-threitol >98.0%(GC) | 73346-74-4 | 1g | $80 | 2026-04-30 | Buy |
| TCI Chemical | I0375 | (-)-2,3-O-Isopropylidene-D-threitol >98.0%(GC) | 73346-74-4 | 5g | $328 | 2026-04-30 | Buy |
| Usbiological | I9041-01 | 2,3-Di-O-isopropylidene-D-threitol | 500mg | $333 | 2026-06-03 | Buy | |
| Biosynth | MI05357 | (-)-2,3-O-Isopropylidene-D-threitol | 73346-74-4 | 1g | $272.25 | 2026-06-04 | Buy |
| Biosynth | MI05357 | (-)-2,3-O-Isopropylidene-D-threitol | 73346-74-4 | 2g | $408.38 | 2026-06-04 | Buy |
(-)-2,3-O-Isopropylidene-D-threitol Chemical Properties,Uses,Production
Chemical Properties
Colorless to light yellow liqui
Uses
(-)-2,3-O-Isopropylidene-D-threitol is used in the synthesis of the optically active enantiomorphic 2,3-butanediols. It react with toluene-4-sulfonyl chloride to get O2,O3-isopropylidene-O1,O4-bis-(toluene-4-sulfonyl)-D-threitol.
Synthesis
37031-29-1
73346-74-4
General procedure for the synthesis of 2,3-O-isopropylidene-D-sitosterol from dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate: an anhydrous tetrahydrofuran (120 ml) solution of lithium aluminium hydride (10 g, 267 mmol) was stirred and refluxed under nitrogen protection for 30 min. Subsequently, a solution of anhydrous tetrahydrofuran (200 ml) of 2,3-O-isopropylidene-L-tartaric acid dimethyl ester (53 g, 243 mmol) was slowly added dropwise with stirring, and heat generated during the reaction induced a mild reflux. After continuing the reflux reaction for 3 h, the reaction solution was cooled to 0 °C. Water (8.4 ml), 4M sodium hydroxide solution (8.4 ml) and water (32 ml) were added sequentially to the reaction solution. The resulting precipitate was removed by filtration and the filtrate was extracted with ether (using Soxhlet extractor). The organic phases were combined, dried and concentrated under reduced pressure to give 2,3-O-isopropylidene-L-sitosterol (35 g, 216 mmol, 89% yield). The product was identified by 1H NMR (CDCl3): δ 3.98 (m, 2H), 3.77 (m, 4H), 3.64 (s, 2H), 1.45 (s, 6H); 13C NMR (CDCl3) showed the characteristic peaks: δ 109.53, 78.24, 62.25, 27.28; low resolution electron bombardment mass spectrometry (LREIMS) revealed that molecular ion peak m/z 162.1 (M+). The crude product obtained can be directly used in the subsequent reaction.
References
[1] Chirality, 2018, vol. 30, # 4, p. 342 - 350
[2] Angewandte Chemie - International Edition, 2008, vol. 47, # 20, p. 3762 - 3765
[3] European Journal of Organic Chemistry, 2011, # 23, p. 4465 - 4471
[4] Heterocycles, 2012, vol. 86, # 1, p. 687 - 695
[5] Journal of Organic Chemistry, 2016, vol. 81, # 22, p. 10698 - 10706
(-)-2,3-O-Isopropylidene-D-threitol Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Beijing Qinling Mountains Pharmaceutical Co., Ltd. | 010-61241352 18901327973 | 834537306@qq.com | China | 530 | 58 |
| Beijing Qinling Pharmaceutical Co., Ltd. | 010-61241352 18901327973 | 834537306@qq.com | China | 6234 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Shanghai Longsheng chemical Co.,Ltd. | 58099637 13585536065 | sales@shlschem.com | China | 9880 | 59 |
View Lastest Price from (-)-2,3-O-Isopropylidene-D-threitol manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2019-07-06 | (-)-2,3-O-Isopropylidene-D-threitol
73346-74-4
|
$1.00 | 1KG | 99% | Career Henan Chemical Co |
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- (-)-2,3-O-Isopropylidene-D-threitol
73346-74-4
- $1.00
- 99%
- Career Henan Chemical Co
