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Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside

CAS No.
4099-85-8
Chemical Name:
Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside
Synonyms
Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside;((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol;NSC 85191;EINECS 223-865-8;Capecitabine Impurity 32;Capecitabine Impurity 55;2,3-O-Isopropylidene-B-D-ribofuranoside;METHYL 2,3-O-ISOPROPYLIDEN-D-RIBOFURANOSE;(3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-te;2,3-O-isopropylidine-1-O-methylribofuranose
CBNumber:
CB1140967
Molecular Formula:
C9H16O5
Molecular Weight:
204.22
MDL Number:
MFCD00270040
MOL File:
4099-85-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:08:07

Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside Properties

Boiling point 75°C/0.3mm
Density 1.23±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,2-8°C
solubility Soluble in chloroform, dichloromethane, ethanol, ethyl acetate, and methanol
pka 14.14±0.10(Predicted)
form Oil
color Clear Yellow
InChI InChI=1/C9H16O5/c1-9(2)13-6-5(4-10)12-8(11-3)7(6)14-9/h5-8,10H,4H2,1-3H3/t5-,6-,7-,8-/s3
InChIKey DXBHDBLZPXQALN-OVDRDRJSNA-N
SMILES C([C@H]1O[C@@H](OC)[C@]2([H])OC(C)(C)O[C@]12[H])O |&1:1,3,6,13,r|
CAS DataBase Reference 4099-85-8(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338
HS Code  2940006000

Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside price More Price(54)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical M3528 Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside min. 98.0 % 4099-85-8 1G $22 2026-04-30 Buy
TCI Chemical M3528 Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside min. 98.0 % 4099-85-8 5G $74 2026-04-30 Buy
TRC TRC-M314600-5G Methyl 2,3-O-Isopropylidene-Beta-D-ribofuranoside 4099-85-8 5g $72 2026-06-03 Buy
Biosynth MM03771 Methyl 2,3-O-isopropylidene-β-D-ribofuranoside 4099-85-8 25g $240.75 2026-06-04 Buy
Biosynth MM03771 Methyl 2,3-O-isopropylidene-β-D-ribofuranoside 4099-85-8 50g $405 2026-06-04 Buy
Product number Packaging Price Buy
M3528 1G $22 Buy
M3528 5G $74 Buy
TRC-M314600-5G 5g $72 Buy
MM03771 25g $240.75 Buy
MM03771 50g $405 Buy

Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside Chemical Properties,Uses,Production

Chemical Properties

Colourless Liquid

Uses

Methyl 2,3-O-isopropylidene-beta-D-ribofuranoside is used for the manufacture of fine chemicals, and Industrial use resulting in manufacture of intermediates.

Synthesis

Methanol

67-56-1

D-Lyxofuranose (9CI)

532-20-7

Acetone

67-64-1

Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside

4099-85-8

D-ribose (1; 20.0 g, 133.2 mmol) was suspended in a solvent mixture of acetone (100 mL) and methanol (100 mL) at room temperature. Concentrated sulfuric acid (10 mL) was slowly added and the reaction mixture was stirred for 48 hours. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, solid sodium bicarbonate (NaHCO3) was added to neutralize the reaction solution. The insoluble solids were removed by filtration and the filtrate was subsequently concentrated. The concentrated mixture was extracted with ethyl acetate (EtOAc). The organic layers were combined, dried with anhydrous magnesium sulfate (MgSO4), filtered and the solvent was evaporated to remove the organic solvent. The crude product was purified by silica gel fast column chromatography using hexane/ethyl acetate (5:1, v/v) as eluent to afford the target compound ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxin-4-yl)methanol as a light yellow oil in 24.4 g (90% yield). The Rf value of the product was 0.2 (eluent: hexane/EtOAc = 5:1, v/v). The specific optical rotation [α]D25 was -80.00 (c 1.00, CHCl3), which is in accordance with the literature value [α]D20 -75.00 (c 1.00, CHCl3).1H NMR (CDCl3, 400 MHz) data were as follows: δ= 4.97 (s, 1H), 4.83 (d, J = 5.7Hz, 1H), 4.58 (d, J = 6.0 Hz, 1H), 4.42 (t, J = 2.7 Hz, 1H), 3.56-3.72 (m, 2H), 3.43 (s, 3H), 3.32 (dd, J = 10.0,3.0 Hz, 1H), 1.49 (s, 3H), 1.32 (s, 3H).

References

[1] Synthesis (Germany), 2017, vol. 49, # 18, p. 4299 - 4302
[2] Journal of Medicinal Chemistry, 2015, vol. 58, # 20, p. 7972 - 7990
[3] Journal of the American Chemical Society, 2015, vol. 137, # 10, p. 3558 - 3564
[4] Organic and Biomolecular Chemistry, 2009, vol. 7, # 4, p. 761 - 776
[5] Journal of Fluorine Chemistry, 1993, vol. 60, # 2.3, p. 239 - 250

67-56-1
10257-32-6
67-64-1
4099-85-8
Synthesis of Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside from Methanol and D-Ribopyranose (9CI) and Acetone
Global( 136)Suppliers
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Beijing Qinling Pharmaceutical Co., Ltd. 010-61241352 18901327973 834537306@qq.com China 6234 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
INTATRADE GmbH +49 3493/605464 sales@intatrade.de Germany 3563 66
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
JinYan Chemicals(ShangHai) Co.,Ltd. 13817811078 sales@jingyan-chemical.com China 9963 60
Accela ChemBio Co.,Ltd. 021-50795510 4000665055 marketing@accelachem.com China 10972 64
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
Shanghai Sunway Pharmaceutical Technology Co., Ltd 13761987713 hxzheng@sunwaypharm.cn China 8663 57

View Lastest Price from Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside pictures 2025-04-04 Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside
4099-85-8
1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside pictures 2021-08-12 Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside
4099-85-8
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
Methyl-2,3-O–isopropylidene-β-D- ribofuranoside pictures 2019-07-06 Methyl-2,3-O–isopropylidene-β-D- ribofuranoside
4099-85-8
$90.00-100.00 1KG 99% 10kg/month or Customized Career Henan Chemical Co

Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside Spectrum

METHYL 2,3-O-ISOPROPYLIDEN-D-RIBOFURANOSE METHYL-2,3-O-ISOPROPYLIDENE-ALPHA,BETA-D-RIBOFURANOSIDE METHYL 2,3-O-ISOPROPYLIDENE-B-D-RIBOFURANOSIDE METHYL 2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSIDE EINECS 223-865-8 METHYL 2,3-O-ISOPROPYLIDENE-SS-D-RIBOFURANOSIDE 2,3-O-Isopropylidene-B-D-ribofuranoside 1-O-Methyl-2-O,3-O-isopropylidene-β-D-ribofuranose Methyl 2-O,3-O-(1-methylethylidene)-β-D-ribofuranoside Methyl 2-O,3-O-isopropylidene-β-D-ribofuranoside NSC 85191 Methyl 2,3-O-isopropylidene-beta-D-ribofuranoside min. 98% (6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methanol b-D-Ribofuranoside, methyl 2,3-O-(1-methylethylidene)- Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside USP/EP/BP (3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-te TIANFU-CHEM Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside {6-methoxy-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl}methanol Methyl 2,3-O-(1-methylethylidene)-β-D-ribofuranoside 1-OMe-2,3-Isopropuidene-beta-D-ribofuranoside Capecitabine Impurity 32 β-D-Ribofuranoside, methyl 2,3-O-(1-methylethylidene)- Capecitabine Impurity 55 2,3-O-isopropylidine-1-O-methylribofuranose Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside, CAS 4099-85-8 ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside 4099-85-8 Carbohydrates & Derivatives