Chinese Japanese Germany Korea
ChemicalBook >> CAS DataBase List >>1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose

1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose

1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose Structure
1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose structure
CAS No.
2595-05-3
Chemical Name:
1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose
Synonyms
1,2:5,6-DI-O-ISOPROPYLIDENE-A-D-ALLOFURANOSE;(3aR,5S,6R,6aR)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol;Diacetone-D-allofuranose;2595-05-3-;1,2:5,6-Di-O-isoprop;DIACETONE-ALPHA-D-ALL;Diisopropylideneallofuranose;1,2:5,6-Diacetone-D-allofuranose;1,2:5,6-Di-O-isopropylidene-alpha-D-allo;5,6-Di-O-isopropylidene-a-D-allofuranose
CBNumber:
CB1128376
Molecular Formula:
C12H20O6
Molecular Weight:
260.28
MDL Number:
MFCD00135634
MOL File:
2595-05-3.mol
Last updated:2024-03-22 14:56:24
Request For Quotation

1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose Properties

Melting point 73-76 °C(lit.)
alpha 37.5 º (c=1,chloroform)
Boiling point 363.54°C (rough estimate)
Density 1.2377 (rough estimate)
refractive index 36.5 ° (C=1, CHCl3)
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility almost transparency in Toluene
pka 13.15±0.60(Predicted)
form Powder
color White to off-white
Stability Acid Sensitive
InChIKey KEJGAYKWRDILTF-BHRXDNSCSA-N
CAS DataBase Reference 2595-05-3(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Warning
Hazard statements  H226
Precautionary statements  P501-P240-P210-P233-P243-P241-P242-P280-P370+P378-P303+P361+P353-P403+P235
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25-36/37-26
WGK Germany  3
F  21
HS Code  29400090

1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose price More Price(47)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 296376 1,2:5,6-Di-O-isopropylidene-α-D-allofuranose 98% 2595-05-3 1g $30 2023-01-07 Buy
TCI Chemical D2265 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose >98.0%(GC) 2595-05-3 1g $55 2024-03-01 Buy
TCI Chemical D2265 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose >98.0%(GC) 2595-05-3 5g $163 2024-03-01 Buy
Alfa Aesar J66388 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose, 98% 2595-05-3 1g $62.65 2024-03-01 Buy
Alfa Aesar J66388 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose, 98% 2595-05-3 5g $191 2021-12-16 Buy
Product number Packaging Price Buy
296376 1g $30 Buy
D2265 1g $55 Buy
D2265 5g $163 Buy
J66388 1g $62.65 Buy
J66388 5g $191 Buy

1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose Chemical Properties,Uses,Production

Synthesis

Anhydrous DMSO (650 mL) was cooled to 18−20 °C under nitrogen in a 3-L roundbottomed glass flflask. DMSO solidififies at 18 °C and therefore it is important to keep the reaction mixture just above freezing point. To this cold solution was added P2O5 (142 g, 1.0 mol, 1 equivalent) in 3 portions under a N2 atmosphere. The addition of P2O5 to DMSO is exothermic, and if the mass temperature exceeds 28 °C, the color darkens and the product will be of inferior quality. The mixture was cooled to 18−20 °C between each addition. After addition of P2O5 was completed, the mixture was stirred at 18−25 °C for 10−15 min. 1,2:5,6-Di-O-isopropylidene-D-glucofuranose (260 g, 1.0 mol) was dissolved in anhydrous DMSO (1.3 L) and added over 30 min (maintaining the temperature at 18−25 °C) to the stirred solution of P2O5 in DMSO under a N2 atmosphere. The resulting solution was heated to 50−55 °C for 3 h. TLC (eluent: CH2Cl2:MeOH, 95:5) shows complete conversion of glucofuranose (Rf = 0.68) to ulose (Rf = 0.81). The reaction mixture was allowed to reach 25−30 °C and was extracted twice with methyl tert-butyl ether (MTBE 1.5 and 1 L) in a 6-L separation funnel. The combined MTBE layer (~4 L) was concentrated in vacuo (water-bath temperature set to 40 °C) to approximately 2 L and allowed to reach 25−30 °C. NaBH4 (24 g, 0.63 mol) was dissolved in water (1 L, 55.6 mol) at 0−10 °C, and the concentrated MTBE layer was added to the aqueous layer over 30 min to keep  the temperature at 0−10 °C. TLC (eluent: EtOAc/heptane, 6:4) after 30 min shows  full conversion of ulose (Rf = 0.53) to 1,2:5,6-di-O-isopropylidene-D-allofuranose (Rf = 0.39). The reaction mixture was allowed to reach 25−30 °C. CH2Cl2 (1 L) and water (500 mL) were added, and the layers were separated. The aqueous layer was extracted once more with CH2Cl2 (500 mL). The combined organic layers were concentrated in vacuo to an oil which was subsequently dissolved in MTBE (300 mL) and extracted with water (3 × 500 mL). The combined aqueous layers were extracted with CH2Cl2 (3 × 500 mL). The combined CH2Cl2 layers were dried (Na2SO4, 100 g), fifiltered, and concentrated in vacuo to provide the crude oil. Crystallization from cyclohexane (500 mL), washing of crystals with cold n-pentane, and drying hereof in vacuo afforded analytically pure 1,2:5,6-di-O-isopropylidene-D-allofuranose (191 g, 73%).
Systhesis of 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose
Reference: Christensen, S. M.; Hansen, H. F.; Koch, T. Org. Proc. Res. Dev. 2004, 8, 777−780.

Chemical Properties

White Solid

Uses

Protected α-D-Allofuranose

1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose synthesis

2280-44-6
2595-05-3
Synthesis of 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose from D-glucose

1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose Preparation Products And Raw materials

Raw materials

Preparation Products

3-O-BENZYL-4-(HYDROXYMETHYL-1,2-O-ISOPROPYLIDENE)-ALPHA-D-ERYTHROPENTOFURANOSE 3-O-Benzyl4-C-(methanesulfonyloxymethyl)-5-O-methanesulfonyl-1,2-O-isopropylidene-a-D-ribofuranose

1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose Suppliers

Global( 270)Suppliers
Supplier Tel Email Country ProdList Advantage
Beijing Ribio Biotech Co.,Ltd
010-62664360 +8613328773880 wucy@ribio.com.cn China 117 58
Hebei Mojin Biotechnology Co., Ltd 		+8613288715578 sales@hbmojin.com China 12456 58
Henan Fengda Chemical Co., Ltd 		+86-371-86557731 +86-13613820652 info@fdachem.com China 7845 58
Springchem New Material Technology Co.,Limited 		+86-021-62885108 +8613917661608 info@spring-chem.com China 2068 57
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 15928 58
Shanghai Time Chemicals CO., Ltd. 		+86-021-57951555 +8617317452075 jack.li@time-chemicals.com China 1807 55
Hangzhou FandaChem Co.,Ltd. 		008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co 		+86-0371-86658258 sales@coreychem.com China 29914 58
Jinan Carbotang Biotech Co.,Ltd. 		+8615866703830 figo.gao@foxmail.com China 6992 58
Supplier Advantage
Beijing Ribio Biotech Co.,Ltd
58
Hebei Mojin Biotechnology Co., Ltd 		58
Henan Fengda Chemical Co., Ltd 		58
Springchem New Material Technology Co.,Limited 		57
Shanghai Daken Advanced Materials Co.,Ltd 		58
Shanghai Time Chemicals CO., Ltd. 		55
Hangzhou FandaChem Co.,Ltd. 		55
ATK CHEMICAL COMPANY LIMITED 		60
career henan chemical co 		58
Jinan Carbotang Biotech Co.,Ltd. 		58

View Lastest Price from 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose pictures 2024-03-23 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose
2595-05-3
 US $6.00-0.60 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose pictures 2023-08-31 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose
2595-05-3
 US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose pictures 2022-09-30 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose
2595-05-3
 US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.

1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose Spectrum

1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose(2595-05-3)1HNMR1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose(2595-05-3)Raman

2595-05-3(1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose)Related Search:

Azlocillin sodium Diacetone-D-glucose Azlocillin ALOSETRON D-(+)-ALLOSE
3-O-BENZYL-1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-ALLOFURANOSE 1,2:5,6-DI-O-CYCLOHEXYLIDENE-3-O-METHYLSULFONYL-ALPHA-D-ALLOFURANOSE 1,2:5,6-DI-O-CYCLOHEXYLIDENE-3-CYANO-ALPHA-D-ALLOFURANOSE 1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-RIBO-3-HEXOFURANOSE-3-ULOSE MONOHYDRATE 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose

1of2

1,2:5,6-Di-O-isopropylidene-alpha-D-allo 1,2:5,6-Di-O-isoprop 1,2:5,6-Di-O-isopropylidene-α-D-allofuranose ,98% 1,2:5,6-Bis-O-(1-Methylethylidene)-α-D-allofuranose 1,2:5,6-Diacetone-D-allofuranose 1,2:5,6-Di-O-isopropylidene-alpha-D-ribo-hexofuranose 1,2:5,6-bis-O-(1-Methylethylidene)-alpha-D-Allofuranose 2:5,6-Di-O-isopropylidene-alpha-D-allofuranose 1,2:5,6-Di-O-isopropylidene-a-D-allofuranose, Diacetone-D-allofuranose 1,2:5,6-DI-O-ISOPROPYLIDENE-D-ALLOFURANOSE 1,2,5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-ALLOFURANOSE 1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-ALLOFURANOSE 1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-ALLOFURANOSIDE DIACETONE-ALPHA-D-ALL 1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-ALLOFURANOSIDE 98% 5-(2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-TETRAHYDRO-FURO[2,3-D][1,3]DIOXOL-6-OL Diisopropylideneallofuranose 1-O,2-O:5-O,6-O-Bis(1-methylethylidene)-α-D-allofuranose 1-O,2-O:5-O,6-O-Diisopropylidene-α-D-allofuranose 1-O,2-O:5-O,6-O-Diisopropylidene-α-D-allo-hexofuranose 1-O,2-O-Isopropylidene-5-O,6-O-isopropylidene-α-D-allofuranose 1,2:5,6-Di-O-isopropylidene-alpha-D-allo-furanose,98% 5,6-Di-O-isopropylidene-a-D-allofuranose (3aR,5S,6R,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol (3aR,5S,6R,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-6-ol 5,6-Di-O-isopropylidene-alpha-D-allofuranose 1,2:5,6-Di-O-isopropylidene-α-D-allofuranose> α-D-Allofuranose, 1,2:5,6-bis-O-(1-methylethylidene)- 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose USP/EP/BP (3aR,5S,6R,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol Diacetone-D-allofuranose 1,2:5,6-DI-O-ISOPROPYLIDENE-A-D-ALLOFURANOSE (3aR,5S,6R,6aR)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol 2595-05-3- 1,2:5,6-Bis-O-(1-methylethylidene)-α-D-allofuranose 2595-05-3 2595-5-3 2595-06-3 253-96-8 2595-05-34 5/3/2595 2595-03-5 2595/5/3 253968 2905-05-3 Monosaccharides Specialty Synthesis O-Substituted Sugars Allose Sugars Carbohydrate Synthesis 13C & 2H Sugars Allose Biochemistry O-Substituted Sugars Sugars Carbohydrates & Derivatives Carbohydrate Synthesis