2-Deoxy-D-ribose supplier | CasNO.533-67-5

Name
2-Deoxy-D-ribose
EINECS 208-573-0
CAS No. 533-67-5
Article Data52
CAS DataBase
Density 1.516 g/cm³
Solubility soluble in water
Melting Point 89-90 °C(lit.)
Formula C₅H₁₀O₄
Boiling Point 379.684 °C at 760 mmHg
Molecular Weight 134.132
Flash Point 197.601 °C
Transport Information
Appearance white to off-white crystalline powder
Safety 24/25-37/39-36-26
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms Thyminose;2.2-deoxy-D-ribose;(3R,4S)-3,4,5-trihydroxypentanal;2-Deoxyribose;2-Deoxy-alpha-D-ribopyranose;3,4,5-trihydroxypentanal;(3R,4R)-3,4,5-trihydroxypentanal;D-erythro-Pentose,2-deoxy-;2-Deoxy-beta-D-erythro-pentose;2-deoxy-d-ribose/thyminose;Deoxy-Ribose;2-Deoxy-D-arabinose;D-erythro-Pentose;
PSA 69.92000
LogP -1.55310

Synthetic route

: 93857-40-0
sodium 3-deoxy-D-mannonate

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
Stage #1: sodium 3-deoxy-D-mannonate With hydrogenchloride In water pH=5; Stage #2: With sodium hypochlorite; acetic acid In water at 40 - 45℃; for 2h; pH=5 - 6;	95%
Stage #1: sodium 3-deoxy-D-mannonate With hydrogenchloride In water pH=5; Stage #2: With hydrogenchloride; sodium hypochlorite; acetaldehyde In water at 40 - 45℃; for 2h; pH=5 - 6;	94%
Stage #1: sodium 3-deoxy-D-mannonate With hydrogenchloride In water pH=5; Stage #2: With hydrogenchloride; sodium hypochlorite; formaldehyd In water at 40 - 45℃; for 2h; pH=5 - 6;	94%

: 1518-59-8
D-arabino-3-deoxy-hexonic acid

: 50480-80-3
3-deoxy-D-arabino-hexono-1,4-lactone

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
Stage #1: D-arabino-3-deoxy-hexonic acid; 3-deoxy-D-arabino-hexono-1,4-lactone With sodium carbonate In water at 20℃; pH=8.8; Stage #2: With sodium hypochlorite In water for 1 - 4h; pH=4.5 - 5.0; Stage #3: With sodium sulfite In water	93%

: 87616-31-7
(S)-2-Amino-6-{3-[(E)-3-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-ylamino)-2-methyl-acryloyl]-ureido}-hexanoic acid

A: 533-67-5
2-Deoxy-D-ribose

B: 76945-38-5
(2S)-amino-6-(1-thyminyl)hexanoic acid

Conditions

Conditions	Yield
With pH 10.5 In water at 90℃;	A n/a B 90%

: 17510-99-5
4,5,6-trihydroxy-2-oxohexanoic acid

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With cerium(IV) sulphate; sulfuric acid; palladium 10% on activated carbon In water at 37℃;	51%

: potassium 2-dehydro-3-deoxy-D-gluconate

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
Stage #1: potassium 2-dehydro-3-deoxy-D-gluconate With sulfuric acid; hydrogen; palladium 10% on activated carbon In water at 50℃; Stage #2: With calcium carbonate In water Stage #3: With calcium hydroxide; carbon dioxide; dihydrogen peroxide; copper diacetate; iron(II) sulfate more than 3 stages;	47%

: 6,6-bis-ethanesulfonyl-L-erythro-hex-5-ene-1,2,3-triol

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With ammonium hydroxide

: 2490-91-7
3-deoxy-D-glucose

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With sodium periodate; water und anschliessend mit wss.Ammoniak;

: 50-99-7
D-glucose

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With calcium hydroxide; water at 120℃; und Behandeln der vom Calciumhydroxid befreiten, mit Eisen(III)-sulfat und Bariumacetat versetzen Loesung des Reaktionsprodukts mit wss.Wasserstoffperoxid;

: 146-72-5, 2922-60-3, 4682-46-6, 5153-62-8, 32166-87-3, 38088-21-0, 62396-68-3, 65725-72-6, 90364-89-9, 126874-17-7
3-O-methyl-D-glucose

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With calcium hydroxide; water Erwaermen des Reaktionsprodukts mit Eisen(III)-sulfat,Bariumacetat und wss.Wasserstoffperoxid;

: 50705-39-0
O3-(toluene-4-sulfonyl)-D-glucose

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With calcium hydroxide; water

: 91338-48-6, 91338-49-7
D-erythro-[2]pentulose-(2-nitro-phenylhydrazone)

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With water; nickel Hydrogenation.Behandlung des Reaktionsprodukts mit wss.Essigsaeure und Natriumnitrit;

: 36792-87-7
2-deoxy-α-D-erythro-pentofuranose

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With diclazuril In water-d2 at 43.3℃; Equilibrium constant; Rate constant;

: 89534-51-0
[R-(R*,R*)]-5-Hexene-1,2,3-triol

A: 5284-18-4
D-threo-2-deoxy-pentose

B: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With ozone In methanol at -78℃; for 0.75h; Title compound not separated from byproducts;

: 36792-88-8
2-deoxy-D-ribose

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With diclazuril In water-d2 at 43.3℃; Equilibrium constant; Rate constant;

: 961-07-9
2'-Deoxyguanosine

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With water; potassium bromide; dinitrogen monoxide Mechanism; Irradiation; G value of product; other reagent - N2/O2 instead of N2O;

: 88264-38-4
4,4-dimethyl-3-<(trimethylsilyl)oxy>pentan-2-one

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

A: 5284-18-4
D-threo-2-deoxy-pentose

B: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 74310-52-4
3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-propionaldehyde

A: 5284-18-4
D-threo-2-deoxy-pentose

B: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With acetic acid for 12h; Ambient temperature; Title compound not separated from byproducts;

: ((4R,5S)-5-[1,3]Dioxolan-2-ylmethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With acid

: 87616-32-8
(S)-5-Guanidino-2-{3-[(E)-3-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-ylamino)-2-methyl-acryloyl]-ureido}-pentanoic acid

A: 533-67-5
2-Deoxy-D-ribose

B: 87616-33-9
(S)-5-Guanidino-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pentanoic acid

Conditions

Conditions	Yield
In water Heating;

: 37117-02-5
1-(β-D-erythro-3-deoxy-pentofuranosyl)-4-methoxy-1H-pyrimidin-2-one

A: 533-67-5
2-Deoxy-D-ribose

B: 25902-86-7
O2-methyluracil

Conditions

Conditions	Yield
With hydrogenchloride In water at 32℃; Rate constant; pH dependence;

: 37085-48-6
1-(2-deoxy-β-D-erythro-pentofuranosyl)-2-methoxy-5-methyl-4(1H)-pyrimidinone

A: 533-67-5
2-Deoxy-D-ribose

B: 25902-91-4
2-Methoxy-5-methyl-1H-pyrimidin-4-one

Conditions

Conditions	Yield
With hydrogenchloride In water at 32℃; Rate constant; pH dependence;

: 958-09-8
2'-deoxy-D-adenosine

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With water; potassium bromide; dinitrogen monoxide Mechanism; Irradiation; G value of product; other reagent - N2/O2 instead of N2O;

(3R)-3,4-dihydro-2H-pyran-3r,4c-diol: (3R)-3,4-dihydro-2H-pyran-3r,4c-diol

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With sulfuric acid

deoxyribonucleic acid substances from the roe of fish: deoxyribonucleic acid substances from the roe of fish

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
Hydrolysis.durch enzymatische Hydrolyse und anschliessende Hydrolyse mit Hilfe eines sauren und eines schwach basischen Ionenaustauschers;

D-erythro-3,4,5-triacetoxy-1-nitro-pent-1-ene: D-erythro-3,4,5-triacetoxy-1-nitro-pent-1-ene

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With ethanol; palladium Hydrogenation.und Behandlung des Reaktionsprodukts mit wss.-aethanol.Natronlauge und anschliessend mit wss.Schwefelsaeure;

methyl-<O3,O5-diacetyl-β-D-erythro-2-deoxy-pentofuranoside>: methyl-<O3,O5-diacetyl-β-D-erythro-2-deoxy-pentofuranoside>

: 533-67-5
2-Deoxy-D-ribose

Conditions

Conditions	Yield
With methanol; sodium methylate Erhitzen des Reaktionsprodukts mit wss.Essigsaeure;

: 67-56-1
methanol

: 533-67-5
2-Deoxy-D-ribose

: 51255-17-5, 51255-18-6, 60134-26-1, 89577-26-4, 96038-80-1, 96039-31-5, 144301-84-8, 144301-85-9
1-O-methyl-2-deoxy-D-ribofuranoside

Conditions

Conditions	Yield
With hydrogenchloride	100%
With hydrogenchloride	100%
With hydrogenchloride at 0 - 20℃;	98%

: 67-56-1
methanol

: 533-67-5
2-Deoxy-D-ribose

: 51255-17-5
1-O-methyl-α-2-deoxy-D-erythro-pentofuranose

Conditions

Conditions	Yield
With hydrogenchloride at 25℃; for 0.666667h;	99.6%

: 533-67-5
2-Deoxy-D-ribose

: 305-15-7
(2,5-dichlorophenyl)hydrazine

: 2-deoxyribose (2,5-dichlorophenyl)hydrazone

Conditions

Conditions	Yield
In methanol Heating;	99%

: 533-67-5
2-Deoxy-D-ribose

: 2213-43-6
1-Aminopiperidine

: (2R,3S)-5-(piperidin-1-ylimino)pentane-1,2,3-triol

Conditions

Conditions	Yield
In methanol for 1h; Reflux;	98%

: 533-67-5
2-Deoxy-D-ribose

: 530-50-7
1,1-Diphenylhydrazine

: (R,S,E)-5-[(N,N-diphenyl)hydrazono]pentane-1,2,3-triol

Conditions

Conditions	Yield
With acetic acid In methanol at 20℃; for 1h;	98%

: 533-67-5
2-Deoxy-D-ribose

: 108-24-7
acetic anhydride

: 49560-18-1
(3,4,5-triacetoxy)pentanenitrile

Conditions

Conditions	Yield
With ammonium hydroxide; N-Bromosuccinimide at 0℃; for 0.25h;	97%

: 109-80-8
1.3-propanedithiol

: 533-67-5
2-Deoxy-D-ribose

: 50907-65-8
2-deoxy-D-erythro-pentose cyclic 1,3-propanediyl mercaptal

Conditions

Conditions	Yield
With hydrogenchloride; water In chloroform at 20℃;	90%
With hydrogenchloride In chloroform; water at 0 - 20℃; Inert atmosphere;	75%

: 533-67-5
2-Deoxy-D-ribose

: 34371-14-7
2-deoxy-D-ribonolactone

Conditions

Conditions	Yield
With bromine In water at 25℃; for 120h;	88%
With bromine In water at 20℃; for 120h;	78%
With bromine; potassium carbonate In water at 20℃; for 8h;	70%
With bromine In water at 20℃; for 120h; Sealed tube;
With bromine In water at 20℃; for 120h; Sealed tube;

: 533-67-5
2-Deoxy-D-ribose

: 16596-41-1
N-aminopyrrolidine

: (2R,3S)-5-(pyrrolidin-1-ylimino)pentane-1,2,3-triol

Conditions

Conditions	Yield
In methanol for 1.5h; Reflux;	88%

: 67-56-1
methanol

: 533-67-5
2-Deoxy-D-ribose

: 863396-35-4
methyl-2-deoxyribopyranoside

Conditions

Conditions	Yield
With hydrogenchloride	85%

: 533-67-5
2-Deoxy-D-ribose

: 1779-49-3
Methyltriphenylphosphonium bromide

: 79364-36-6
(2R,3S)-hex-5-ene-1,2,3-triol

Conditions

Conditions	Yield
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 2-Deoxy-D-ribose In tetrahydrofuran at 0 - 40℃; for 24h; Wittig Olefination;	85%
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 2-Deoxy-D-ribose In tetrahydrofuran at 35℃; for 24h; Wittig reaction;	75%

: 533-67-5
2-Deoxy-D-ribose

: 75-08-1
ethanethiol

: 115214-11-4
2-deoxy-D-erythro-pentose diethyl dithioacetal

Conditions

Conditions	Yield
With hydrogenchloride at 0℃; for 1h; Inert atmosphere;	83%
With hydrogenchloride at 20℃; for 3h;	71%
With hydrogenchloride
With hydrogenchloride

: 533-67-5
2-Deoxy-D-ribose

: 21204-67-1
methyl (triphenylphosphoranylidene)acetate

: 78606-78-7
methyl (E,5S,6R)-5,6,7-trihydroxyhept-2-enoate

Conditions

Conditions	Yield
benzoic acid In 1,2-dimethoxyethane for 5h; Heating;	82%

: 533-67-5
2-Deoxy-D-ribose

: 78096-97-6
lithium 2-deoxy-D-erythro-pentonate

Conditions

Conditions	Yield
With potassium hydroxide; lithium hydroxide; dihydrogen peroxide; magnesium oxide 1.) 2 h, RT, 2.) 18 h, 40 deg C;	80%

: 533-67-5
2-Deoxy-D-ribose

: 103-49-1
dibenzylamine

: 910658-48-9
(2R,3S)-5-(dibenzylamino)pentane-1,2,3-triol

Conditions

Conditions	Yield
Stage #1: 2-Deoxy-D-ribose; dibenzylamine In dichloromethane for 24h; Stage #2: With sodium tetrahydroborate In dichloromethane at 0 - 20℃; for 3h;	78%

: 533-67-5
2-Deoxy-D-ribose

: 100-51-6
benzyl alcohol

: 418760-06-2
(3R,4S)-6-Benzyloxy-tetrahydro-pyran-3,4-diol

Conditions

Conditions	Yield
With dimethylsilicon dichloride at 25℃;	76%

: 533-67-5
2-Deoxy-D-ribose

: 7393-43-3
tetraallyl tin

: 195196-44-2
(2R,3S)-Oct-7-ene-1,2,3,5-tetraol

Conditions

Conditions	Yield
With copper(II) bis(trifluoromethanesulfonate) In ethanol; water; toluene at 70℃; for 5h;	75%

: 533-67-5
2-Deoxy-D-ribose

: 5906-35-4
1-azepanylamine

: (2R,3S)-5-(azepan-1-ylimino)pentane-1,2,3-triol

Conditions

Conditions	Yield
In methanol for 0.75h; Reflux;	73%

: 533-67-5
2-Deoxy-D-ribose

: 64869-48-3
(2R,3S)-5-aminopentane-1,2,3-triol

Conditions

Conditions	Yield
With ammonium hydroxide; ammonium acetate; sodium cyanoborohydride In ethanol Reflux;	73%
With transaminase biocatalyst ATA256; isopropylamine for 48h; Reagent/catalyst; Enzymatic reaction;	69%

: 533-67-5
2-Deoxy-D-ribose

: 77-76-9
2,2-dimethoxy-propane

: 65236-75-1
3,4-O-isopropylidene-2-deoxy-d-ribose

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In acetone at 0℃;	72%

: 533-67-5
2-Deoxy-D-ribose

: 540-63-6
ethane-1,2-dithiol

: 43179-62-0
2-Deoxy-D-ribose Ethylene Mercaptal

Conditions

Conditions	Yield
With hydrogenchloride 1.) 5 deg C, 10 min 2.) 1 h, room temp.;	71%
With hydrogenchloride

2-Deoxy-D-ribose Specification

The CAS register number of 2-Deoxy-D-ribose is 533-67-5. It also can be called as 2-Deoxy-D-erythropentose and the IUPAC name about this chemical is 3,4,5-trihydroxypentanal. The molecular formula about this chemical is C₅H₁₀O₄and the molecular weight is 134.13. It belongs to the following product categories, such as Pharmaceutical Raw Materials; Fine Chemical & Intermediates; 13C & 2H Sugars; Riboses and 2'-Deoxyriboses; Biochemistry; Deoxysugars; Nucleosides, Nucleotides & Related Reagents; Ribose; Sugars; Dextrins、Sugar & Carbohydrates; aldehydes; Carbohydrates & Derivatives and so on.

Physical properties about 2-Deoxy-D-ribose are: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 1.193; (4)ACD/KOC (pH 7.4): 1.193; (5)#H bond acceptors: 4; (6)#H bond donors: 3; (7)#Freely Rotating Bonds: 7; (8)Polar Surface Area: 77.76Å²; (9)Index of Refraction: 1.5; (10)Molar Refractivity: 29.922 cm³; (11)Molar Volume: 101.659 cm³; (12)Polarizability: 11.862x10^-24cm³; (13)Surface Tension: 61.7 dyne/cm; (14)Enthalpy of Vaporization: 72.613 kJ/mol; (15)Boiling Point: 379.684 °C at 760 mmHg.

Uses of 2-Deoxy-D-ribose: it can be used to produce lithium 2-deoxy-D-erythro-pentonate at temperature of 40 °C. This reaction will need reagent 3 M KOH, 30 percent H₂O₂, MgO, 0.1 M LiOH with reaction time of 18 hours. The yield is about 95%.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed and it is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection, you also need avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: C(C=O)[C@@H]([C@@H](CO)O)O
(2)InChI: InChI=1/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m0/s1
(3)InChIKey: ASJSAQIRZKANQN-CRCLSJGQBK
(4)Std. InChI: InChI=1S/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m0/s1
(5)Std. InChIKey: ASJSAQIRZKANQN-CRCLSJGQSA-N

Product Name

2-Deoxy-D-ribose

Synthetic route

2-Deoxy-D-ribose Specification

Related Products

Hot Products