2,3,5-Tri-O-benzyl-D-ribonolactone
Physical Form- Product Name
- 2,3,5-Tri-O-benzyl-D-ribonolactone
- CAS No.
- 55094-52-5
- Chemical Name
- 2,3,5-Tri-O-benzyl-D-ribonolactone
- Synonyms
- 2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone;(3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxyMethyl)-dihydrofuran-2(3H)-one;2,3,5-Tri-O-benzyl-D-ribonic Acid 1,4-lactone;1-Chloro-3,5-di-(p-chlorobenzoyl)-2-deoxy-D-ribofuranose;-D-RIBONO-1,4-L;JACS-55094-52-5;Redesivir Impurity 6;2,3, 5-tribenzoxy-d-ribonolactone;2,3,5-TRI-O-BENZYL-D-RIBONOLACTONE;Pentanedioicacid,7-oxo-,diethylester
- CBNumber
- CB51180311
- Molecular Formula
- C26H26O5
- Formula Weight
- 418.49
- MOL File
- 55094-52-5.mol
2,3,5-Tri-O-benzyl-D-ribonolactone Property
- Melting point:
- 54-55 °C
- Boiling point:
- 576.8±50.0 °C(Predicted)
- Density
- 1.21±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- Chloroform (Sparingly), DMSO (Slightly, Sonicated), Methanol (Slightly)
- form
- Solid
- color
- White to Pale Yellow
- optical activity
- Consistent with structure
- InChI
- InChI=1/C26H26O5/c27-26-25(30-18-22-14-8-3-9-15-22)24(29-17-21-12-6-2-7-13-21)23(31-26)19-28-16-20-10-4-1-5-11-20/h1-15,23-25H,16-19H2/t23-,24-,25-/s3
- InChIKey
- LDHBSABBBAUMCZ-HIIPYKDHNA-N
- SMILES
- O([C@@H]1[C@H](OC(=O)[C@@H]1OCC1C=CC=CC=1)COCC1C=CC=CC=1)CC1C=CC=CC=1 |&1:1,2,6,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.
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
- T3955
- Product name
- 2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone
- Packaging
- 5G
- Price
- $87
- Updated
- 2025/07/31
- Product number
- T3955
- Product name
- 2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone
- Packaging
- 25G
- Price
- $260
- Updated
- 2025/07/31
- Product number
- T771378
- Product name
- 2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone
- Packaging
- 25g
- Price
- $175
- Updated
- 2021/12/16
- Product number
- 294781
- Product name
- 2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone
- Packaging
- 1g
- Price
- $355
- Updated
- 2021/12/16
- Product number
- MT05275
- Product name
- 2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone
- Packaging
- 100g
- Price
- $500
- Updated
- 2021/12/16
2,3,5-Tri-O-benzyl-D-ribonolactone Chemical Properties,Usage,Production
Physical Form
Solid
Application
2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone is a useful research chemical.
Synthesis
16838-89-4
14233-64-8
General procedure for the synthesis of 2,3,5-tribenzyloxy-D-arabinofuranous acid-1,4-lactone from 2,3,5-tri-O-(phenylmethyl)-D-ribofuranose: Compound 30a (prepared according to J. Org. Chem., 1961, 26, 4605; 10.0 g, 23.8 mmol) was dissolved in anhydrous DMSO (30 mL) and stirred under nitrogen protection. Acetic anhydride (20 mL) was then added and the reaction mixture was stirred continuously for 48 h at room temperature. After the completion of the reaction was monitored by LC/MS, the reaction mixture was slowly poured into ice water (500 mL) and stirring was continued for 20 min. The aqueous phase was extracted with ethyl acetate (3 × 200 mL), and the organic phase was combined and washed with deionized water (3 × 200 mL). The aqueous phase was discarded and the organic phase was dried over anhydrous MgSO4 and concentrated to dryness under reduced pressure. The residue was dissolved in dichloromethane (DCM) and purified by silica gel column chromatography using 25% ethyl acetate/hexane as eluent to give the target product 30b in 96% yield.1H-NMR (CD3CN) data: δ 3.63-3.75 (m, 2H), 4.27 (d, 1H), 4.50-4.57 (m, 3H), and 4.65 (s, 3H), 4.69-4.80 (m, 2H), 7.25 (d, 2H), 7.39 (m, 13H).
References
[1] Patent: WO2010/93608, 2010, A1. Location in patent: Page/Page column 158
[2] Patent: WO2011/35250, 2011, A1. Location in patent: Page/Page column 70-71
[3] Patent: WO2012/12776, 2012, A1. Location in patent: Page/Page column 109
[4] Patent: US2017/71964, 2017, A1. Location in patent: Paragraph 0517-0518
[5] Journal of Carbohydrate Chemistry, 2008, vol. 27, # 5, p. 332 - 344
2,3,5-Tri-O-benzyl-D-ribonolactone Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2,3,5-Tri-O-benzyl-D-ribonolactone manufacturers
- Product
- 2,3,5-Tri-O-benzyl-D-ribonolactone 55094-52-5
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1000kgs
- Release date
- 2025-09-25
- Product
- 2,3,5-Tri-O-benzyl-D-ribonolactone 55094-52-5
- Price
- US $0.00-0.00/KG
- Min. Order
- 100g
- Purity
- 98%min HPLC
- Supply Ability
- 100kg
- Release date
- 2021-06-02
- Product
- 2,3,5-Tri-O-benzyl-D-ribonolactone 55094-52-5
- Price
- US $20000.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg/month
- Release date
- 2020-07-16