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533-67-5

Basic Information
CAS No.: 533-67-5
Name: 2-Deoxy-D-ribose
Molecular Structure:
Molecular Structure of 533-67-5 (2-Deoxy-D-ribose)
Formula: C5H10O4
Molecular Weight: 134.13
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;
EINECS: 208-573-0
Density: 1.516 g/cm3
Melting Point: 89-90 °C(lit.)
Boiling Point: 379.684 °C at 760 mmHg
Flash Point: 197.601 °C
Solubility: soluble in water
Appearance: white to off-white crystalline powder
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 20/21/22-36/37/38
Safety: 24/25-37/39-36-26
Transport Information:
PSA: 69.92000
LogP: -1.55310
Synthetic route
93857-40-0

sodium 3-deoxy-D-mannonate

533-67-5

2-Deoxy-D-ribose

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With ammonium hydroxide
2490-91-7

3-deoxy-D-glucose

533-67-5

2-Deoxy-D-ribose

Conditions
ConditionsYield
With sodium periodate; water und anschliessend mit wss.Ammoniak;
50-99-7

D-glucose

533-67-5

2-Deoxy-D-ribose

Conditions
ConditionsYield
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;
Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With ethanol; palladium Hydrogenation.und Behandlung des Reaktionsprodukts mit wss.-aethanol.Natronlauge und anschliessend mit wss.Schwefelsaeure;
methyl-

methyl-

533-67-5

2-Deoxy-D-ribose

Conditions
ConditionsYield
With methanol; sodium methylate Erhitzen des Reaktionsprodukts mit wss.Essigsaeure;
Conditions
ConditionsYield
With hydrogenchloride100%
With hydrogenchloride100%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With hydrogenchloride85%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With hydrogenchloride 1.) 5 deg C, 10 min 2.) 1 h, room temp.;71%
With hydrogenchloride
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    CAS:533-67-5 2-Deoxy-D-ribose

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    Product Details Name: 2-Deoxy-D-ribose CAS No.: 533-67-5 Formula: C5H10O4 Molecular Weight: 134.13 Synonyms: Thyminose;2.2-deoxy-D-ribose;(3R,4S)-3,4,5-trihydroxypentanal;2-Deoxyribose;2-Deoxy-alpha-D-ribopyranose;3,4,5-tr

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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 C5H10O4 and 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