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

Product Name: 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
Formula Weight: 456.41
MOL File: 122111-11-9.mol

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

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)

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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

Usbiological

Product number: 008073
Product name: 2-Deoxy-2,2-difluoro-D-erythro-ribofuranose-3,5-dibenzoate 1-Methanesulfonate
Packaging: 50mg
Price: $425
Updated: 2021/12/16

TRC

Product number: D232790
Product name: 2-Deoxy-2,2-difluoro-D-erythro-ribofuranose-3,5-dibenzoate1-Methanesulfonate
Packaging: 500mg
Price: $1210
Updated: 2021/12/16

Matrix Scientific

Product number: 090809
Product name: 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate
Purity: 95+%
Packaging: 1g
Price: $114
Updated: 2021/12/16

AK Scientific

Product number: B651
Product name: 2-Deoxy-2,2-difluoro-3,5-O-dibenzoylribosemesylate
Packaging: 10g
Price: $184
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 8834
Product name: 2-Deoxy-2,2-difluoro-D-erythro-ribofuranose-3,5-dibenzoate1-methanesulfonate
Packaging: 50mg
Price: $290
Updated: 2021/12/16

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

Chemical Properties

Brown Liquid

Uses

Gemcitabine intermediate.

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. 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

Raw materials

Preparation Products

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

Shanghai Joiny Pharmaceutical Co.,LTD

Product: 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate 122111-11-9
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1 Ton
Release date: 2022-12-09

Zhuozhou Wenxi import and Export Co., Ltd

Product: 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate 122111-11-9
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-11

Zhuozhou Wenxi import and Export Co., Ltd

Product: 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate 122111-11-9
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

122111-11-9, 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonateRelated Search:

Pazufloxacin mesilate Imatinib Gabexate mesylate Levofloxacin Methylate Methyl methanesulfonate Trifluoromethanesulfonic acid N-Carboxybenzyl GeMcitabine Ethyl (3R,S)-2,2-difluoro-3-hydroxy-3-(2,2-dimethyldioxolan-4-yl)propionate 2-Deoxy-2,2-difluoro-D-erythro-pentafuranous-1-ulose-3,5-dibenzoate Gemcitabine Methanesulfonic acid α-D-erythro-Pentofuranose-2-deoxy-2,2-difluoro-3,5-dibenzoate 2-DEOXY-2-FLUORO-D-ARABINOFURANOSE 2-DEOXY-2,2-DIFLUORO-D-RIBOFURANOSE-3,5-DIBENZOATE-1-METHANESULFONATE 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate

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