2',3'-O-Isopropylideneguanosine

Basic Information

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CAS Number

362-76-5

Molecular Formula

C13H17N5O5

Molecular Weight

323.31 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

296°C

Boiling Point

No data available

Density

2.5360

Flash Point

No data available

SMILES

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CC1(OC2C(OC(C2O1)N3C=NC4=C3N=C(NC4=O)N)CO)C

InChI

InChI=1S/C13H17N5O5/c1-13(2)22-7-5(3-19)21-11(8(7)23-13)18-4-15-6-9(18)16-12(14)17-10(6)20/h4-5,7-8,11,19H,3H2,1-2H3,(H3,14,16,17,20)/t5-,7-,8-,11-/m1/s1

InChIKey

XKPDAYWPKILAMO-IOSLPCCCSA-N

LogP

-0.888399999999999

Topological Polar Surface Area

137.51 Å²

Hydrogen Bond Donor/Acceptor

4 / 10

Complexity

555

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

AMY30711
CS-W008240
DS-7496
DTXSID40957600
2-Amino-9-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-1H-purin-6(9H)-one
2',3'-O-(1-Methylethylidene)guanosine
2-Imino-9-[2,3-O-(1-methylethylidene)pentofuranosyl]-3,9-dihydro-2H-purin-6-ol
9-[(3Ar,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-2-amino-1H-purin-6-one
2', 3'-isopropylideneguanosine
2',3'-O-(1-Methylethylidene)-guanosine
PD131295
2-amino-9-[6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-3H-purin-6-one;2-Amino-9-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-1H-purin-6(9H)-one
SCHEMBL1762946
2-amino-9-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ol
MFCD00057081
A823191
AKOS015896943
9-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-2-amino-3H-purin-6-one
2',3'-O-(1-Methylethyliden)-guanosin
EINECS 206-651-9
2',3'-Isopropylideneguanosine
Guanosine, 2',3'-O-(1-methylethylidene)-
362-76-5
2',3'-O-Isopropylideneguanosine
AKOS040755632
2´,3´-O-Isopropylideneguanosine
2',3'-O-ISOPROPYLIDENE-GUANOSINE
2',3'-IPG
2',3'-ISOPROPYLIDENE-GUANOSINE
2',3'-O-(1-methylethylidene)-guanosine
2',3'-O-Isopropylide

MDL Number

MFCD00057081

FAQ

What are the physical and chemical properties of 2',3'-O-Isopropylideneguanosine (CAS: 362-76-5)?

2',3'-O-Isopropylideneguanosine is a crystalline compound with a molecular weight of approximately 320.46 g/mol. It has a solubility of about 0.2 mg/mL in water. Chemically, it is less reactive than other guanosine derivatives, but it is prone to hydrolysis under acidic or basic conditions. The compound is stable under neutral conditions and in the absence of moisture.

How is 2',3'-O-Isopropylideneguanosine (CAS: 362-76-5) typically synthesized?

2',3'-O-Isopropylideneguanosine is synthesized through a multistep process starting from guanosine. Commonly, the synthesis involves protection of the 2' and 3' hydroxyl groups using isopropylidene acetic anhydride, followed by deprotection under basic conditions. The key steps include nucleophilic substitution and hydrolysis, with good yield and selectivity.

What industries use 2',3'-O-Isopropylideneguanosine (CAS: 362-76-5)?

2',3'-O-Isopropylideneguanosine is primarily used in the pharmaceutical industry for the development of nucleoside analogs for antiviral and anticancer drugs. It is also utilized in the production of nucleic acid analogs for research applications in biotechnology and genomics. Additionally, it has potential applications in the sensor and semiconductor industries due to its unique chemical structure.

What precautions should be taken when handling 2',3'-O-Isopropylideneguanosine (CAS: 362-76-5)?

When handling 2',3'-O-Isopropylideneguanosine, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be handled in a fume hood to avoid inhalation or skin contact. Spills should be cleaned up using absorbent materials, and the area should be flushed with water. Always refer to the safety data sheet (SDS) for detailed handling and emergency procedures.