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

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-;Diacetone-D-Alose;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

CBNumber:: CB1128376

Molecular Formula:: C12H20O6

Molecular Weight:: 260.28

MDL Number:: MFCD00135634

MOL File:: 2595-05-3.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-05-27 23:06:17

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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
InChI	InChI=1/C12H20O6/c1-11(2)14-5-6(16-11)8-7(13)9-10(15-8)18-12(3,4)17-9/h6-10,13H,5H2,1-4H3/t6-,7-,8-,9-,10-/s3
InChIKey	KEJGAYKWRDILTF-BHRXDNSCSA-N
SMILES	[C@@H]12OC(C)(C)O[C@@H]1[C@@H]([C@@H]([C@@H]1OC(C)(C)OC1)O2)O \|&1:0,6,7,8,9,r\|
CAS DataBase Reference	2595-05-3(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)	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(67)

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	$87	2026-04-30	Buy
TCI Chemical	D2265	1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose >98.0%(GC)	2595-05-3	5g	$260	2026-04-30	Buy
TRC	TRC-D455750-5G	1,2:5,6-Di-O-isopropylidene-Alpha-D-allofuranose	2595-05-3	5g	$237	2026-06-03	Buy
TRC	TRC-D455750-1G	1,2:5,6-Di-O-isopropylidene-Alpha-D-allofuranose	2595-05-3	1g	$91	2026-06-03	Buy

Product number	Packaging	Price	Buy
296376	1g	$30	Buy
D2265	1g	$87	Buy
D2265	5g	$260	Buy
TRC-D455750-5G	5g	$237	Buy
TRC-D455750-1G	1g	$91	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

References

[1] Synthesis, 2004, # 18, p. 2965 - 2974
[2] Journal of the American Chemical Society, 2002, vol. 124, # 36, p. 10642 - 10643
[3] European Journal of Organic Chemistry, 2013, # 35, p. 7941 - 7951
[4] Acta Chimica Slovenica, 2016, vol. 63, # 4, p. 827 - 836
[5] Journal of Heterocyclic Chemistry, 2018, vol. 55, # 7, p. 1564 - 1573

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

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

1,2:5,6-Di-O-isopropylidene-alpha-D-ribo-3-hexulofuranose Water Sodium borohydride Ethanol

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 Suppliers ( 272)

Supplier	Tel	Email	Country	ProdList	Advantage
Nanjing Baifuli Technology Co., Ltd.	25-25-58740604 15951658055	sales@unisyn.cn	China	622	58
Bengbu Nako Chemical Co., Ltd.	0552-3068102 13966060073	sales@nakochem.com	China	26	58
Anhui Enbang Biological Technology Co., Ltd.	0551-68936860-8515 15357955825	15357955825@163.com	China	82	55
New Energy Chemicals	0515-82159099 13770142076	info@njuchem.com	China	251	65
Nantong Jiaxingtai Biotechnology Co., Ltd.	18795782766	769011731@qq.com	China	430	58
Shanghai Chemilab Biotechnology CO.,Ltd	18116465878	kmlb@kaimilaibo.com	China	2414	58
J & K SCIENTIFIC LTD.	18210857532 18210857532	jkinfo@jkchemical.com	China	96815	76
Meryer (Shanghai) Chemical Technology Co., Ltd.	4006356688 18621169109	market03@meryer.com	China	40202	62
3B Pharmachem (Wuhan) International Co.,Ltd.	18930552037	3bsc@sina.com	China	15813	69
TCI (Shanghai) Development Co., Ltd.	021-67121386	Sales-CN@TCIchemicals.com	China	24512	81

Supplier	Advantage
Nanjing Baifuli Technology Co., Ltd.	58
Bengbu Nako Chemical Co., Ltd.	58
Anhui Enbang Biological Technology Co., Ltd.	55
New Energy Chemicals	65
Nantong Jiaxingtai Biotechnology Co., Ltd.	58
Shanghai Chemilab Biotechnology CO.,Ltd	58
J & K SCIENTIFIC LTD.	76
Meryer (Shanghai) Chemical Technology Co., Ltd.	62
3B Pharmachem (Wuhan) International Co.,Ltd.	69
TCI (Shanghai) Development Co., Ltd.	81

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

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-09-02	1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose 2595-05-3	$6.00	1KG	99%		Henan Fengda Chemical Co., Ltd
2026-03-20	1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose 2595-05-3	$10.00	1KG	99%	10 mt	Hebei Chuanghai Biotechnology Co., Ltd
2025-10-22	1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose 2595-05-3		1kg	99%	200kg	INNOBIO PHARM CO.,LTD

1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose
2595-05-3
$6.00
99%
Henan Fengda Chemical Co., Ltd

1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose
2595-05-3
$10.00
99%
Hebei Chuanghai Biotechnology Co., Ltd

1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose
2595-05-3
99%
INNOBIO PHARM 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)¹HNMR 1,2:5,6-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:

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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-Diacetone-D-allofuranose 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 2595-05-3- 1,2:5,6-Bis-O-(1-methylethylidene)-α-D-allofuranose Diacetone-D-Alose (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 1,2:5,6-DI-O-ISOPROPYLIDENE-A-D-ALLOFURANOSE 2595-05-3 2595/5/3 253968 2905-05-3 2595-5-3 2595-06-3 253-96-8 2595-05-34 5/3/2595 2595-03-5 Monosaccharides Specialty Synthesis O-Substituted Sugars Allose Sugars Carbohydrate Synthesis 13C & 2H Sugars Allose Biochemistry O-Substituted Sugars Sugars Carbohydrates & Derivatives Carbohydrate Synthesis