ChemicalBook >> CAS DataBase List >>2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate

2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate

CAS No.
122111-11-9
Chemical Name:
2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate
Synonyms
GCTB-T8;ER-878898;acid(TES);Gemcitabine salt;GeMcitabine InterMediate 8;"2-Deoxy-2,2-difluoro-D-erythro-;((2R,3R)-3-(benzoyloxy)-4,4-difluoro;2-Deoxy-2,2-difluoro-D-erythro-pentofura...;2-DEXY-2,2-DIFLUORO-3,5-O-DIBENZOYLRIBOSE MESYLATE;D-erythro-Pentofuranose, 2-deoxy-2,2-difluoro-, 3,5-dibenzoate-1-
CBNumber:
CB8187886
Molecular Formula:
C20H18F2O8S
Molecular Weight:
456.41
MDL Number:
MFCD08460089
MOL File:
122111-11-9.mol
Last updated:2025-07-24 18:13:43
Product description Number Pack Size Price
2-Deoxy-2,2-difluoro-D-erythro-ribofuranose-3,5-dibenzoate 1-Methanesulfonate 008073 50mg $425
2-Deoxy-2,2-difluoro-D-erythro-ribofuranose-3,5-dibenzoate1-Methanesulfonate D232790 500mg $1210
2-DEOXY-2,2-DIFLUORO-D-ERYTHRO-RIBOFURANOSE-3,5-DIBENZOATE 1-METHANESULFONATE 95.00% CRB0000194 500MG $1732.5
2-Deoxy-2,2-difluoro-3,5-O-dibenzoylribosemesylate B651 100g $717
2-DEOXY-2,2-DIFLUORO-D-ERYTHRO-RIBOFURANOSE-3,5-DIBENZOATE 1-METHANESULFONATE 95.00% CRB0000194 50MG $721.88
More product size

2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate Properties

Melting point 66-74°C
Boiling point 588.4±50.0 °C(Predicted)
Density 1.46±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility Chloroform, Methanol
form Solid
color Off-White to Pale Yellow
optical activity 96.07°(C=0.01g/ml CHCL3)
InChI InChI=1S/C20H18F2O8S/c1-31(25,26)30-19-20(21,22)16(29-18(24)14-10-6-3-7-11-14)15(28-19)12-27-17(23)13-8-4-2-5-9-13/h2-11,15-16,19H,12H2,1H3/t15-,16-,19?/m1/s1
InChIKey LIAQHZDWFACWFK-QNRNLVPOSA-N
SMILES C1(OS(C)(=O)=O)O[C@H](COC(=O)C2=CC=CC=C2)[C@@H](OC(=O)C2=CC=CC=C2)C1(F)F
CAS DataBase Reference 122111-11-9(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 008073 2-Deoxy-2,2-difluoro-D-erythro-ribofuranose-3,5-dibenzoate 1-Methanesulfonate 122111-11-9 50mg $425 2021-12-16 Buy
TRC D232790 2-Deoxy-2,2-difluoro-D-erythro-ribofuranose-3,5-dibenzoate1-Methanesulfonate 122111-11-9 500mg $1210 2021-12-16 Buy
American Custom Chemicals Corporation CRB0000194 2-DEOXY-2,2-DIFLUORO-D-ERYTHRO-RIBOFURANOSE-3,5-DIBENZOATE 1-METHANESULFONATE 95.00% 122111-11-9 500MG $1732.5 2021-12-16 Buy
AK Scientific B651 2-Deoxy-2,2-difluoro-3,5-O-dibenzoylribosemesylate 122111-11-9 100g $717 2021-12-16 Buy
American Custom Chemicals Corporation CRB0000194 2-DEOXY-2,2-DIFLUORO-D-ERYTHRO-RIBOFURANOSE-3,5-DIBENZOATE 1-METHANESULFONATE 95.00% 122111-11-9 50MG $721.88 2021-12-16 Buy
Product number Packaging Price Buy
008073 50mg $425 Buy
D232790 500mg $1210 Buy
CRB0000194 500MG $1732.5 Buy
B651 100g $717 Buy
CRB0000194 50MG $721.88 Buy

2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate Chemical Properties,Uses,Production

Chemical Properties

Brown Liquid

Uses

Gemcitabine intermediate.

Synthesis

Methanesulfonyl chloride

124-63-0

2-deoxy-2,2-difluoro-D-erythro-Pentofuranose-3,5-dibenzoate

1173824-58-2

2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate-1-methanesulfonate

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. After completion of the reaction, the mixture was diluted with dichloromethane (140 mL) and washed with saturated sodium bicarbonate solution (56 mL). The organic phase was dried with anhydrous sodium sulfate and concentrated under reduced pressure to give an oily product as a mixture of isomers (5.03 g, quantitative yield). 19F NMR (CDCl3, 471 MHz): δ -107.70, -108.22, -120.65, -121.17, -122.21, -122.73, -123.76, -124.45. 1H NMR (CDCl3, 500 MHz) of the major isomer (60%): δ 8.13-8.04 (m, 4H, Bz), 7.65-7.54 (m, 2H, Bz), 7.50-7.41 (m, 4H, Bz), 6.17 (d, J = 5.6 Hz, 1H, H-1), 5.62 (dd, J1 = 4.2 Hz, J2 = 16.4 Hz), 5.62 (dd, J1 = 16.4 Hz, J2 = 16.4 Hz, J2 = 16.4 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, 500 MHz) of the secondary isomer (40%): δ 8.13-8.04 (m, 4H, Bz), 7.65-7.54 (m, 2H, Bz), 7.50-7.41 (m, 4H, Bz), 6.09 (d, J = 6.4 Hz, 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): δ 40.09, 40.20 (CH3), 62.52, 63.08 (C-5), 69.61 (dd, J1C-F = 15.7 Hz, J2C-F = 26.0 Hz, C-3), 71.04 (dd, J1C-F = 17.4 Hz, J2C-F = 36.4 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 = 24.5 Hz, J2C-F = 46.3 Hz, C-1), 120.61 (dd, J1C-F = 253.5 Hz, J2C-F = 269.8 Hz, C-2), 120.91 (dd, J1C-F = 249.3 Hz, J2C-F = 276.3 Hz, C-2), 128.42, 128.58, 128.63, 128.70, 128.76, 128.79 (Ph), 129.18, 129.25 ('ipso ' Ph), 129.76, 130.07, 130.14, 133.51, 133.63, 134.19, 134.26 (Ph), 164.89, 165.03, 165.81, 165.90 (CO).

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-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate Preparation Products And Raw materials

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View Lastest Price from 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate pictures 2025-09-24 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate
122111-11-9
US $0.00 / kg 1kg 98% 1 Ton Shanghai Joiny Pharmaceutical Co.,LTD
2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate pictures 2021-07-13 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate
122111-11-9
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate pictures 2021-07-10 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate
122111-11-9
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
D-ERYTHRO-PENTOFURANOSE, 2-DEOXY-2,2-DIFLUORO-, 3,5-DIBENZOATE 1-METHANESULFONATE 2-deoxy-2,2-difluoro-d-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate 2-DEXY-2,2-DIFLUORO-3,5-O-DIBENZOYLRIBOSE MESYLATE 2-Deoxy-2,2-difluoro-D-erythro-ribofuranose-3,5-dibenzoate 1-Methanesulfonate GeMcitabine InterMediate 8 T8, 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-Methanesulfonate ((2R,3R)-3-(Benzoyloxy)-4,4-difluoro-5-((Methylsulfonyl)oxy)tetrahydrofuran-2-yl)Methyl benzoate 3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-ribofuranoside benzoic acid (3-benzoyloxy-4,4-difluoro-5-methylsulfonyloxy-2-oxolanyl)methyl ester 2-Deoxy-2,2-difluoro-D-erythro-pentofura... ER-878898 D-erythro-Pentofuranose, 2-deoxy-2,2-difluoro-, 3,5-dibenzoate-1- 2-Deoxy-2,2-difluoro-D- erythro –pentofuranose -3,5- dibenzoate-1- methanesulfonate (for Gemcitabine) "2-Deoxy-2,2-difluoro-D-erythro- ((2R,3R)-3-(benzoyloxy)-4,4-difluoro 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate [G-8] 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate ISO 9001:2015 REACH 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanes GCTB-T8 (2R,3S)-3-Benzoyloxy-4,4-difluoro-5-methylsulfonyloxyoxolan-2-yl]methyl benzoate(95%) (2R,3S)-3-Benzoyloxy-4,4-difluoro-5-methylsulfonyloxyoxolan-2-yl]methyl benzoate(75%) 2-deoxy-2,2-difluoro-D-cathopentafurose-3,5-diphenylmethyl-1-methanesulfonate 2-Deoxy-2,2-difluoro-D-erythro-pentafuranose-3-5-dibenzoate-1-methanesulfonate 2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate-1-methanesul phonate 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate [T-8] (2R,3R)-3-(Benzoyloxy)-4,4-difluoro-5-[(methylsulfonyl)oxy]-2-tetrahydrofuryl]methyl Benzoate Gemcitabine salt acid(TES) 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfote 122111-11-9 Aromatics Compounds Aromatics Carbohydrates & Derivatives Intermediates