Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside
- Product Name
- Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside
- CAS No.
- 4099-85-8
- Chemical Name
- Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside
- Synonyms
- NSC 85191;EINECS 223-865-8;Capecitabine Impurity 32;Capecitabine Impurity 55;2,3-O-Isopropylidene-B-D-ribofuranoside;METHYL 2,3-O-ISOPROPYLIDEN-D-RIBOFURANOSE;(3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-te;2,3-O-isopropylidine-1-O-methylribofuranose;1-OMe-2,3-Isopropuidene-beta-D-ribofuranoside;METHYL 2,3-O-ISOPROPYLIDENE-B-D-RIBOFURANOSIDE
- CBNumber
- CB1140967
- Molecular Formula
- C9H16O5
- Formula Weight
- 204.22
- MOL File
- 4099-85-8.mol
Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside Property
- Boiling point:
- 75°C/0.3mm
- Density
- 1.23±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,2-8°C
- solubility
- Soluble in chloroform, dichloromethane, ethanol, ethyl acetate, and methanol
- pka
- 14.14±0.10(Predicted)
- form
- Oil
- color
- Clear Yellow
- InChI
- InChI=1/C9H16O5/c1-9(2)13-6-5(4-10)12-8(11-3)7(6)14-9/h5-8,10H,4H2,1-3H3/t5-,6-,7-,8-/s3
- InChIKey
- DXBHDBLZPXQALN-OVDRDRJSNA-N
- SMILES
- C([C@H]1O[C@@H](OC)[C@]2([H])OC(C)(C)O[C@]12[H])O |&1:1,3,6,13,r|
- CAS DataBase Reference
- 4099-85-8(CAS DataBase Reference)
Safety
- HS Code
- 2940006000
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.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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.
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
- M3528
- Product name
- Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside
- Purity
- min. 98.0 %
- Packaging
- 1G
- Price
- $31
- Updated
- 2025/07/31
- Product number
- M3528
- Product name
- Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside
- Purity
- min. 98.0 %
- Packaging
- 5G
- Price
- $94
- Updated
- 2025/07/31
- Product number
- M314600
- Product name
- Methyl2,3-O-Isopropylidene-β-D-ribofuranoside
- Packaging
- 25g
- Price
- $130
- Updated
- 2021/12/16
- Product number
- M3505-38
- Product name
- Methyl 2,3-O-Isopropylidene-b-D-ribofuranoside
- Packaging
- 5g
- Price
- $319
- Updated
- 2021/12/16
- Product number
- 293909
- Product name
- Methyl 2,3-O-isopropylidene-b-D-ribofuranoside
- Packaging
- 5g
- Price
- $322
- Updated
- 2021/12/16
Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside Chemical Properties,Usage,Production
Chemical Properties
Colourless Liquid
Uses
Methyl 2,3-O-isopropylidene-beta-D-ribofuranoside is used for the manufacture of fine chemicals, and Industrial use resulting in manufacture of intermediates.
Synthesis
67-56-1
532-20-7
67-64-1
4099-85-8
D-ribose (1; 20.0 g, 133.2 mmol) was suspended in a solvent mixture of acetone (100 mL) and methanol (100 mL) at room temperature. Concentrated sulfuric acid (10 mL) was slowly added and the reaction mixture was stirred for 48 hours. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, solid sodium bicarbonate (NaHCO3) was added to neutralize the reaction solution. The insoluble solids were removed by filtration and the filtrate was subsequently concentrated. The concentrated mixture was extracted with ethyl acetate (EtOAc). The organic layers were combined, dried with anhydrous magnesium sulfate (MgSO4), filtered and the solvent was evaporated to remove the organic solvent. The crude product was purified by silica gel fast column chromatography using hexane/ethyl acetate (5:1, v/v) as eluent to afford the target compound ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxin-4-yl)methanol as a light yellow oil in 24.4 g (90% yield). The Rf value of the product was 0.2 (eluent: hexane/EtOAc = 5:1, v/v). The specific optical rotation [α]D25 was -80.00 (c 1.00, CHCl3), which is in accordance with the literature value [α]D20 -75.00 (c 1.00, CHCl3).1H NMR (CDCl3, 400 MHz) data were as follows: δ= 4.97 (s, 1H), 4.83 (d, J = 5.7Hz, 1H), 4.58 (d, J = 6.0 Hz, 1H), 4.42 (t, J = 2.7 Hz, 1H), 3.56-3.72 (m, 2H), 3.43 (s, 3H), 3.32 (dd, J = 10.0,3.0 Hz, 1H), 1.49 (s, 3H), 1.32 (s, 3H).
References
[1] Synthesis (Germany), 2017, vol. 49, # 18, p. 4299 - 4302
[2] Journal of Medicinal Chemistry, 2015, vol. 58, # 20, p. 7972 - 7990
[3] Journal of the American Chemical Society, 2015, vol. 137, # 10, p. 3558 - 3564
[4] Organic and Biomolecular Chemistry, 2009, vol. 7, # 4, p. 761 - 776
[5] Journal of Fluorine Chemistry, 1993, vol. 60, # 2.3, p. 239 - 250
Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside manufacturers
- Product
- Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside 4099-85-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-29
- Product
- Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside 4099-85-8
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-08-11
- Product
- Methyl-2,3-O–isopropylidene-β-D- ribofuranoside 4099-85-8
- Price
- US $100.00-90.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10kg/month or Customized
- Release date
- 2018-07-25