(1R,2R,4R,5R)-2-(hydroxymethyl)-4-(6-hydroxypurin-9-yl)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexane-1,5-diol

Basic Information

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CAS Number

2140-11-6

Molecular Formula

C13H16N4O5

Molecular Weight

308.29 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 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

263-272°C

Boiling Point

606.6°C at 760 mmHg

Density

1.8

Flash Point

320.7 °C

Refractive Index

1.778

SMILES

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CC1(OC2C(OC(C2O1)N3C=NC4=C3N=CNC4=O)CO)C

InChI

InChI=1S/C13H16N4O5/c1-11(2)12(20)6(3-18)22-10(13(11,12)21)17-5-16-7-8(17)14-4-15-9(7)19/h4-6,10,18,20-21H,3H2,1-2H3,(H,14,15,19)/t6-,10-,12+,13-/m1/s1

InChIKey

UJEJQRXYNQBCMG-GDQJLZBOSA-N

LogP

-0.05830000000000024

Topological Polar Surface Area

111.75000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 9

Complexity

513

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

9-((3aR,4R,6R,6aR)-6-(Hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ol...
HMS2215O16
2140-11-6
LIEKLUBCIPVWQD-WOUKDFQISA-N
SCHEMBL2291671
9-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-1H-purin-6(9H)-one
CS-W008136
2',3'-o-(1-methylethylidene)inosine
AKOS030489196
CHEMBL1591551
MLS002279957
AKOS015896929
AC7786
9-((3aR,4R,6R,6aR)-6-(Hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ol
MFCD00038002
NSC 29925
2',3'-Isopropylideneinosine
EINECS 218-388-7
SMR001318094
DS-18563
2',3'-O-Isopropylideneinosine
2,3-O-Isopropylideneinosine
2',3'-di-O-isopropylideneinosine
2',3'-O-(1-Methylethylidene)-Inosine
2',3'-O-isopropylideninosine
2',3'-O-isopropyrideneinosine
2′,3′-O-Isopropylideneinosine
2'-O,3'-O-Isopropylidene-2-deaminoguanosine
2'-O,3'-O-Isopropylideneinosine
9-(2,3-O-Isopropylidene-β-D-ribofuranosyl)hypoxanthine
9-[2,3-O-(1-methylethylidene)pentofuranosyl]-9H-purin-6-ol

MDL Number

MFCD00038002

Customs Code

29389090

FAQ

What are the physical and chemical properties of (1R,2R,4R,5R)-2-(hydroxymethyl)-4-(6-hydroxypurin-9-yl)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexane-1,5-diol (CAS: 2140-11-6)?

(1R,2R,4R,5R)-2-(hydroxymethyl)-4-(6-hydroxypurin-9-yl)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexane-1,5-diol is a crystalline compound with a molecular weight of approximately 338.24 g/mol. It has a solubility of 0.15 g/L in water and is moderately soluble in organic solvents. The compound is known for its chemical stability and reactivity in nucleophilic substitution reactions.

How is (1R,2R,4R,5R)-2-(hydroxymethyl)-4-(6-hydroxypurin-9-yl)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexane-1,5-diol (CAS: 2140-11-6) typically synthesized?

(1R,2R,4R,5R)-2-(hydroxymethyl)-4-(6-hydroxypurin-9-yl)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexane-1,5-diol is synthesized through a multi-step process involving the condensation of dimethyl 1,5-hydroxylactone with 6-hydroxypurine-9-yl chloride, followed by hydrogenation and hydroxylation steps. Common catalysts include platinum and palladium on carbon, with yields of up to 85%.

What industries use (1R,2R,4R,5R)-2-(hydroxymethyl)-4-(6-hydroxypurin-9-yl)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexane-1,5-diol (CAS: 2140-11-6)?

(1R,2R,4R,5R)-2-(hydroxymethyl)-4-(6-hydroxypurin-9-yl)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexane-1,5-diol is primarily used in the pharmaceutical industry for its role as an intermediate in the production of purine-based drugs. It is also utilized in the development of sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling (1R,2R,4R,5R)-2-(hydroxymethyl)-4-(6-hydroxypurin-9-yl)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexane-1,5-diol (CAS: 2140-11-6)?

When handling (1R,2R,4R,5R)-2-(hydroxymethyl)-4-(6-hydroxypurin-9-yl)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexane-1,5-diol, safety goggles and gloves are essential. This compound should be managed in a well-ventilated area or fume hood to minimize inhalation risks. Proper spill clean-up procedures should be followed, and the Material Safety Data Sheet (MSDS) should be consulted for detailed information on safe handling and disposal practices.