2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate-1-methanesulfonate
- CAS No.
- 134877-42-2
- Chemical Name:
- 2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate-1-methanesulfonate
- Synonyms
- T8;2-Deoxy-2,2-difluoro-alpha-D-erythro-pentofuranose 3,5-dibenzoate 1-Methanesulfonate;Gemcitabine impurity 2/2-Deoxy-2,2-difluoro-3,5-dibenzoate-1-methanesulfonate α-D-erythro-Pentofuranose;Ly-2;Ly-B;Lyt2;Ly-35;Lyt-2;-3-(Benzoyloxy);((2R,3R,5R)-3-(benzoyloxy)-
- CBNumber:
- CB01075243
- Molecular Formula:
- C20H18F2O8S
- Molecular Weight:
- 456.41
- MDL Number:
- MFCD09842850
- MOL File:
- 134877-42-2.mol
- MSDS File:
- SDS
| Product description | Number | Pack Size | Price |
| 3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-a-D-ribofuranoside - 75% alpha purity | MD71568 | 50g | $150 |
| 3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-a-D-ribofuranoside - 75% alpha purity | MD71568 | 25g | $150 |
| 3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-a-D-ribofuranoside - 75% alpha purity | MD71568 | 100g | $155 |
| 3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-a-D-ribofuranoside - 98% alpha purity | MD08302 | 5g | $172.35 |
| 3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-a-D-ribofuranoside - 75% alpha purity | MD71568 | 250g | $310 |
| More product size | |||
2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate-1-methanesulfonate price More Price(59)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Biosynth | MD71568 | 3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-a-D-ribofuranoside - 75% alpha purity | 134877-42-2 | 50g | $150 | 2026-06-04 | Buy |
| Biosynth | MD71568 | 3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-a-D-ribofuranoside - 75% alpha purity | 134877-42-2 | 25g | $150 | 2026-06-04 | Buy |
| Biosynth | MD71568 | 3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-a-D-ribofuranoside - 75% alpha purity | 134877-42-2 | 100g | $155 | 2026-06-04 | Buy |
| Biosynth | MD08302 | 3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-a-D-ribofuranoside - 98% alpha purity | 134877-42-2 | 5g | $172.35 | 2026-06-04 | Buy |
| Biosynth | MD71568 | 3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-a-D-ribofuranoside - 75% alpha purity | 134877-42-2 | 250g | $310 | 2026-06-04 | Buy |
2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate-1-methanesulfonate Chemical Properties,Uses,Production
Uses
2-Deoxy-2,2-difluoro-3,5-dibenzoate-1-methanesulfonate α-D-erythro-Pentofuranose is an impurity of Gemcitabine (G305028), a potential anticancer agent.
Synthesis
124-63-0
1173824-58-2
134877-42-2
((2R,3R)-3-(Benzoyloxy)-4,4-difluoro-5-hydroxytetrahydrofuran-2-yl)methyl benzoate (4.14 g, 10.9 mmol) was dissolved in anhydrous dichloromethane (52 mL), anhydrous triethylamine (2.4 mL) was added and the solution was cooled to 0 °C. Methylsulfonyl chloride (1.23 mL, 15.8 mmol) was added slowly and dropwise with stirring. The reaction mixture was stirred at room temperature for 18 hours. Upon completion of the reaction, the mixture was transferred to a partition funnel and partitioned with methylene chloride (140 mL) and saturated sodium bicarbonate solution (56 mL). The organic phase was separated, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give an oily product as a mixture of isoheads (5.03 g, quantitative yield). The chemical shifts were analyzed by 19F NMR (CDCl3, 471 MHz) and were δ -107.770, -108.22, -120.65, -121.17, -122.21, -122.73, -123.76, -124.45.1H NMR (CDCl3, 500 MHz) data of the main isocaprolite (60%): δ 8.13-8.04 (m, 4H, benzoyl), 7.65-7.54 (m, 2H, benzoyl), 7.50-7.41 (m, 4H, benzoyl), 6.17 (d, J=5.6 Hz, 1H, H-1), 5.62 (dd, J1=4.2 Hz, J2=16.4 Hz, 1H, H-3), 4.91 (q, J= 3.9 Hz, 1H, H-4), 4.81-4.61 (m, 2H, H-5), 3.17 (s, 3H, CH3). 1H NMR (CDCl3, 500MHz) data of the minor isohead (40%): δ 8.13-8.04 (4H, m, benzoyl), 7.65-7.54 (m, 2H, benzoyl), 7.50-7.41 (m, 4H, benzoyl), 6.09 (d, J=6.4Hz, 1H, H-1), 5.98 (dt, J1 = 7.3 Hz, J2=15.0 Hz, 1H, H-3), 4.81-4.61 (m, 3H, H-4, H-5), 3.03 (s, 3H, CH3).13C NMR (CDCl3, 126 MHz) data: δ 40.09, 40.20 (CH3), 62.52, 63.08 (C-5), 69.61 (dd ), 71.04 (dd, J1C-F=15.7 Hz, J2C-F=26.0 Hz, C-3), 79.68, 79.75, 82.59 (C-4), 98.81 (dd, J1C-F=25.0 Hz, J2C-F=41.8 Hz, C-1), 99.52 (dd, J1C-F=25.0 Hz, J2C-F=41.8 Hz, C-1), 99.52 (dd, J1C-F=25.0 Hz, J2C-F=41.8 Hz C-1), 99.52 (dd, J1C-F=24.5Hz, J2C-F=46.3Hz, C-1), 120.61 (dd, J1C-F=253.5Hz, J2C-F=269.8Hz, C-2), 120.91 (dd, J1C-F=249.3Hz, J2C-F=276.3Hz, C-2) , 128.42, 128.58, 128.63, 128.70, 128.76, 128.79 (benzene ring), 129.18, 129.25 ('ipso' benzene ring), 129.76, 130.07, 130.14, 133.51, 133.63, 134.19, 134.26 (benzene ring), 164.89 , 165.03, 165.81, 165.90 (carbonyl).
References
[1] Synthesis, 1992, # 6, p. 565 - 570
[2] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 14, p. 4338 - 4345
[3] Patent: WO2009/61781, 2009, A1. Location in patent: Page/Page column 102-103
[4] Biochemistry, 2010, vol. 49, # 7, p. 1404 - 1417
[5] Patent: WO2005/95430, 2005, A1. Location in patent: Page/Page column 18
2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate-1-methanesulfonate Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Capot Chemical Co.,Ltd. | +86-(0)57185586718 +86-13336195806 | sales@capot.com | China | 29640 | 60 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21587 | 55 |
| Lianyungang happen teng technology co., LTD | 15950718863 | wang666xt@163.com | CHINA | 295 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29815 | 58 |
| Standardpharm Co. Ltd. | 86-714-3992388 | overseasales1@yongstandards.com | United States | 14332 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49979 | 58 |
| Shanxi Xuanran Import and Export Trade Co., Ltd. | +8617735180244 | mike_yan@xuanranglobal.com | CHINA | 4017 | 58 |
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 20581 | 58 |
| Finetech Industry Limited | +86-27-8746-5837 +8619945049750 | info@finetechnology-ind.com | China | 9539 | 58 |
View Lastest Price from 2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate-1-methanesulfonate manufacturers
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2019-08-30 | 2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate-1-methanesulfonate
134877-42-2
|
$7.00 | 1KG | 99% | 100KG | Career Henan Chemical Co |
-

- 2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate-1-methanesulfonate
134877-42-2
- $7.00
- 99%
- Career Henan Chemical Co
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