Physical Form
ChemicalBook > CAS DataBase List > 2,3,5-Tri-O-benzyl-D-ribonolactone

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
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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|
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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.

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N-Bromosuccinimide Price

TCI Chemical
Product number
T3955
Product name
2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone
Packaging
5G
Price
$87
Updated
2025/07/31
TCI Chemical
Product number
T3955
Product name
2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone
Packaging
25G
Price
$260
Updated
2025/07/31
TRC
Product number
T771378
Product name
2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone
Packaging
25g
Price
$175
Updated
2021/12/16
Usbiological
Product number
294781
Product name
2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone
Packaging
1g
Price
$355
Updated
2021/12/16
Biosynth Carbosynth
Product number
MT05275
Product name
2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone
Packaging
100g
Price
$500
Updated
2021/12/16
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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

Shaanxi Dideu New Materials Co. Ltd
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
WUHAN FORTUNA CHEMICAL CO., LTD
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
Speranza Chemical Co., Ltd.
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

55094-52-5, 2,3,5-Tri-O-benzyl-D-ribonolactoneRelated Search:

Benzyl alcohol 4-Methoxybenzylchloride TRIOXSALEN D-(+)-Glucono-1,5-lactone Spironolactone D-Glucurone Benzyl RIBONIC ACID 2,3,5-Tri-O-benzoyl-2-C-methyl-D-ribonic acid-1,4-lactone D-ERYTHRONOLACTONE 2,3,5-Tri-O-benzyl-D-ribose D(+)-Ribonic acid gamma-lactone D-LYXONO-1,4-LACTONE 5-O-Benzyl-D-ribose 2,3,5-Tri-O-benzyl-D-ribonolactone (R)-3-BENZYLOXY-PENTANOIC ACID

  • 1-Chloro-3,5-di-(p-chlorobenzoyl)-2-deoxy-D-ribofuranose
  • 2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone
  • 2,3,5-TRI-O-BENZYL-D-RIBONOLACTONE
  • (3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxyMethyl)-dihydrofuran-2(3H)-one
  • 2,3,5-Tris-O-(phenylmethyl)-D-ribonic acid γ-lactone
  • (3R,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]oxolan-2-one
  • 2,2,5-tri-O-benzyl-D-ribono-1,4-lancton
  • 2,3,5-Tri-O-benzyl-D-ribonic Acid 1,4-lactone
  • JACS-55094-52-5
  • -D-RIBONO-1,4-L
  • D-Ribonic acid, 2,3,5-tris-O-(phenylmethyl)-, γ-lactone
  • 2,3,5-Tris-O-(phenylmethyl)-D-ribonic acid γ-lactone, 2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone
  • 1, 4-lactone, 2,3, 5-tribenzoxy-D-ribosate-1, 4-lactone
  • (3R,5R)-3,4--bis(phenylmethoxy)-5-(phenylmethoxyethyl)oxolan-2-one
  • (3R,4R,5R)-3,4-bis(phenylmethoxy)-5-(phenylmethoxymethyl)oxolan-2-one
  • (3R,4R,5R)-3,4-dibenzyloxy-5-(benzyloxymethyl)tetrahydrofuran-2-one
  • Pentanedioicacid,7-oxo-,diethylester
  • 2,3, 5-tribenzoxy-d-ribonolactone
  • Redesivir Impurity 6
  • 2,3,5-Tribenzyloxy-D-ribono-1,4-lactone
  • 2,3,5-Tribenzyloxy-D-ribonicacid1,4-lactone
  • 55094-52-5
  • C26H26O5
  • J's
  • 3
  • 1