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Ribal
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Name

Ribal

 EINECS N/A
CAS No. 96761-00-1 Density 1.31 g/cm3
PSA 49.69000 LogP -0.74790
Solubility N/A Melting Point N/A
Formula C5H8O3 Boiling Point 260.925 °C at 760 mmHg
Molecular Weight 116.117 Flash Point 111.604 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 96761-00-1 (ribal) Hazard Symbols N/A
Synonyms

1,4-Anhydro-2-deoxy-D-erythro-pent-1-enitol;

Article Data 8

Ribal Synthetic route

96760-93-9

(2R,3S)-2-Triisopropylsilanyloxymethyl-2,3-dihydro-furan-3-ol

96761-00-1

1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 0.0166667h;98%
50-89-5

thymidine

96761-00-1

1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol

Conditions
ConditionsYield
With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane for 4h; Heating;80%
Stage #1: thymidine With ammonium sulfate; 1,1,1,3,3-pentamethyldisilazane for 2h; Reflux;
Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 3h;		56%
Stage #1: thymidine With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane at 130℃; for 2h;
Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 3h;		50%
58166-67-9

2,3-O-Isopropylidene-5-O-trityl-α,β-ribofuranosyl chloride

96761-00-1

1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol

Conditions
ConditionsYield
With ammonia; lithium In tetrahydrofuran for 2h;
961-07-9

2'-Deoxyguanosine

144082-88-2

17β-Estradiol-3,4-quinone

A

96761-00-1

1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol

B

7-[4-hydroxyestradiol-1(α,β)-yl]guanine

C

2-amino-9-(4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-oxo-7-(3,4,17-trihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-1-yl)-6,7-dihydro-1H-purin-9-ium

Conditions
ConditionsYield
With acetic acid In water; N,N-dimethyl-formamide at 22℃; pH=4.0; Product distribution;
961-07-9

2'-Deoxyguanosine

857837-21-9

hexestrol-3',4'-quinone

A

96761-00-1

1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol

B

2-amino-7-{2-[1-ethyl-2-(4-hydroxy-phenyl)-butyl]-4,5-dihydroxy-phenyl}-1,7-dihydro-purin-6-one

C

2-Amino-7-{2-[1-ethyl-2-(4-hydroxy-phenyl)-butyl]-4,5-dihydroxy-phenyl}-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-oxo-6,7-dihydro-1H-purin-9-ium

Conditions
ConditionsYield
With acetic acid In water; N,N-dimethyl-formamide at 22℃; pH=4.0; Product distribution;
96761-00-1

1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol

69304-37-6

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

1160370-59-1

1,4-anhydro-2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-D-erythro-pent-1-enitol

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide80%
96761-00-1

1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol

476468-45-8

8-iodo-2-methyl-4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazin-4-one

476468-46-9

2-methyl-4-(N-methyl-N-phenylamino)-8-(β-D-glycero-pentofuran-3'-ulose-1'-yl)pyrazolo[1,5-a]-1,3,5-triazine

Conditions
ConditionsYield
With tributyl-amine; triphenyl-arsane; bis(dibenzylideneacetone)-palladium(0) In acetonitrile at 60℃; for 18h;75%
96761-00-1

1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol

N-(7-iodopyrrolo[2,1-f][1,2,4]triazin-4-yl)benzamide

N-(7-((2R,5R)-5-(hydroxymethyl)-4-oxotetrahydrofuran-2-yl)pyrrolo[2,1-f][1,2,4]triazin-4-yl)benzamide

Conditions
ConditionsYield
With tributyl-amine; triphenyl-arsane; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 100℃; Heck Reaction; Inert atmosphere; regioselective reaction;60%
652539-01-0

8-iodo-4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazine

96761-00-1

1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol

8-(2′-deoxy-β-D-glyceropentofuran-3′-ulos-1′-yl)-4-(N-methyl-N-phenylamino)pyrazolo[1,5-a][1,3,5]triazine

Conditions
ConditionsYield
With triphenyl-arsane; triethylamine; bis(dibenzylideneacetone)-palladium(0) In acetonitrile at 100℃; for 16h; Solvent; Reagent/catalyst;34%
With tributyl-amine; triphenyl-arsane; bis(dibenzylideneacetone)-palladium(0) In acetonitrile at 60℃; for 12.25h;
With triphenyl-arsane; triethylamine; bis(dibenzylideneacetone)-palladium(0) In acetonitrile at 82℃; for 16h;
96761-00-1

1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol

476468-47-0

8-(2'-deoxy-β-D-ribofuranosyl)-2-methyl-4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 75 percent / bis(dibenzylideneacetone)palladium(0); Ph3As; (n-Bu)3N / acetonitrile / 18 h / 60 °C
2: 92 percent / sodium triacetoxyborohydride / acetonitrile / 0.33 h / 20 °C
View Scheme

Ribal Specification

The IUPAC name of this chemical is (2R,3S)-2-(hydroxymethyl)-2,3-dihydrofuran-3-ol. With the CAS registry number 96761-00-1, it is also named as 1,4-Anhydro-2-deoxy-D-erythro-pent-1-enitol; Ribal. The formula is C5H8O3 and the molecular weight is 116.11522.

The other characteristics of (2R,3S)-2-(Hydroxymethyl)-2,3-dihydrofuran-3-ol can be summarized as: (1)ACD/LogP: -1.40; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.4; (4)ACD/LogD (pH 7.4): -1.4; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 4.13; (8)ACD/KOC (pH 7.4): 4.13; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.532; (13)Molar Refractivity: 27.47 cm3; (14)Molar Volume: 88.6 cm3; (15)Polarizability: 10.89×10-24 cm3; (16)Surface Tension: 57.4 dyne/cm; (17)Enthalpy of Vaporization: 57.91 kJ/mol; (18)Vapour Pressure: 0.00171 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 116.047344; (21)MonoIsotopic Mass: 116.047344; (22)Topological Polar Surface Area: 49.7; (23)Heavy Atom Count: 8; (24)Complexity: 99.8; (25)Defined Atom StereoCenter Count: 2.

People can use the following data to convert to the molecule structure.
1. SMILES:O[C@H]1/C=C\O[C@@H]1CO
2. InChI:InChI=1/C5H8O3/c6-3-5-4(7)1-2-8-5/h1-2,4-7H,3H2/t4-,5+/m0/s1
3. InChIKey:SGOSIWMWLVSBIC-CRCLSJGQBA
4. Std. InChI:InChI=1S/C5H8O3/c6-3-5-4(7)1-2-8-5/h1-2,4-7H,3H2/t4-,5+/m0/s1 
5. Std. InChIKey:SGOSIWMWLVSBIC-CRCLSJGQSA-N

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