1,2-O-Isopropylidene-a-L-xylofuranose
- Product Name
- 1,2-O-Isopropylidene-a-L-xylofuranose
- CAS No.
- 114861-22-2
- Chemical Name
- 1,2-O-Isopropylidene-a-L-xylofuranose
- Synonyms
- SOTA-002;1,2-O-Isopropylidene-α-L-xylofuranose;1,2-O-Isopropylidene-L-D-xylofuranose;1,2-O-isopropylidene-α-L-xylofuranose;1,2-O-Isopropylidene-a-L-xylofuranose;1,2-O-Isopropylidene-alpha-L-xylofuranose;a-L-Xylofuranose,1,2-O-(1-methylethylidene)-;α-L-Xylofuranose, 1,2-O-(1-Methylethylidene)-;2,3,5-Tri-O-benzoyl-α-D-arabinofuranosyl Bromide;(3AS,5S,6R,6AS)-5-(HYDROXYMETHYL)-2,2-DIMETHYL-3A,5,6,6A-TETRAHYDROFURO[2,3-D][1,3]DIOXOL-6-OL
- CBNumber
- CB31231282
- Molecular Formula
- C8H14O5
- Formula Weight
- 190.19
- MOL File
- 114861-22-2.mol
1,2-O-Isopropylidene-a-L-xylofuranose Property
- Boiling point:
- 333.0±37.0 °C(Predicted)
- Density
- 1.267±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 13.23±0.60(Predicted)
- InChI
- InChI=1/C8H14O5/c1-8(2)12-6-5(10)4(3-9)11-7(6)13-8/h4-7,9-10H,3H2,1-2H3/t4-,5+,6-,7-/s3
- InChIKey
- JAUQZVBVVJJRKM-TWULDSOMNA-N
- SMILES
- [C@H]12OC(C)(C)O[C@H]1[C@@H]([C@H](CO)O2)O |&1:0,6,7,8,r|
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 293718
- Product name
- 1,2-O-Isopropylidene-a-L-xylofuranose
- Packaging
- 1g
- Price
- $375
- Updated
- 2021/12/16
- Product number
- O106876
- Product name
- 1-2-O-Isopropylidene-α-L-xylofuranose
- Packaging
- 1g
- Price
- $390
- Updated
- 2021/12/16
- Product number
- MI01012
- Product name
- 1,2-O-Isopropylidene-a-L-xylofuranose
- Packaging
- 10g
- Price
- $472.5
- Updated
- 2021/12/16
- Product number
- O106876
- Product name
- 1-2-O-Isopropylidene-α-L-xylofuranose
- Packaging
- 5G
- Price
- $663
- Updated
- 2021/12/16
- Product number
- 5596CR
- Product name
- (3As,5S,6R,6aS)-5-(Hydroxymethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol
- Packaging
- 10g
- Price
- $687
- Updated
- 2021/12/16
1,2-O-Isopropylidene-a-L-xylofuranose Chemical Properties,Usage,Production
Uses
1,2-O-Isopropylidene-a-L-xylofuranose can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly in laboratory research and development processes and chemical production processes.
Synthesis
((3aS,5R,6S,6aS)-6-Hydroxy-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-5-yl)(morpholino)methanone (134). Step 1) (3aS,5S,6R,6aS)-5-(Hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-6-ol. To a suspension of L-(-)-xylose (133, 19.15 g, 127.5 mmol) and MgSO4 (30.72 g, 255.0 mmol) in acetone (190 mL) was added conc. H2SO4 (1.9 mL) at room temperature. After 12 h, the reaction mixture (all L-(-)-xylose had been consumed) was filtered and the collected solids were washed with acetone (twice, 20 mL per wash). The stirring yellow filtrate was neutralized with NH4OH solution to pH ~ 9. The suspended solids were removed by filtration. The filtrate was concentrated to afford crude bis-acetonide intermediate as yellow oil. The yellow oil was suspended in water (5 mL), and then the pH was adjusted from 9 to 2 with 1 N HCl in water solution. The reaction mixture was stirred for 12 h at room temperature. The resulting mixture was neutralized by the addition of 25% (w/w) K3PO4 in water until pH ~ 7. The mixture was extracted with EtOAc. The organic layer was dried over MgSO4 filtered, and concentrated in vacuo. The crude product was purified by silica gel column chromatography. Yield: (12.63 g, 52%) as yellow oil. 1H NMR (400 MHz, CD3OD) δ 5.88 (d, J = 4.0 Hz, 1H), 4.47 (d, J 4.0 Hz, 1H), 4.18-4.14 (m, 1H), 4.1 1 (d, J = 2.8 Hz, 1H), 3.83-3.71 (m, 2H), 1.45 (s, 3H), 1.29 (s, 3H).
References
[1] RSC Advances, 2016, vol. 6, # 46, p. 39758 - 39761
[2] Tetrahedron, 1981, vol. 37, p. 1685 - 1690
[3] Patent: CN106892948, 2017, A. Location in patent: Paragraph 0188; 0189; 0190; 0191
[4] Helvetica Chimica Acta, 1938, vol. 21, p. 263,267
[5] Nucleosides, Nucleotides and Nucleic Acids, 2001, vol. 20, # 4-7, p. 703 - 706
1,2-O-Isopropylidene-a-L-xylofuranose Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,2-O-Isopropylidene-a-L-xylofuranose manufacturers
- Product
- 1,2-O-Isopropylidene-α-L-xylofuranose 114861-22-2
- Price
- US $0.00/G
- Min. Order
- 1G
- Purity
- 98%min
- Supply Ability
- 30kg/month
- Release date
- 2023-02-21
- Product
- 1,2-O-Isopropylidene-a-L-xylofuranose 114861-22-2
- Price
- US $6.00/KG
- Min. Order
- 1KG
- Purity
- 95%-98%
- Supply Ability
- 100
- Release date
- 2019-09-04