(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl (2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylate

Basic Information

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CAS Number

147126-62-3

Molecular Formula

C14H24O4S

Molecular Weight

288.41 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

98-101°C

Boiling Point

402.3°C at 760 mmHg

Flash Point

402.3 °C at 760 mmHg

Refractive Index

1.527

Specific Rotation

-48--60° (c=1, MeOH)

SMILES

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CC1CCC(C(C1)OC(=O)C2OC(CS2)O)C(C)C

InChI

InChI=1S/C14H24O4S/c1-8(2)10-5-4-9(3)6-11(10)17-13(16)14-18-12(15)7-19-14/h8-12,14-15H,4-7H2,1-3H3/t9-,10+,11-,12-,14-/m1/s1

InChIKey

KXKDZLRTIFHOHW-CYRBOEJBSA-N

LogP

2.3983000000000008

Topological Polar Surface Area

55.760000000000005 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

321

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

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

KXKDZLRTIFHOHW-CYRBOEJBSA-N
(2R,5R)-5-Hydroxy[1,3]oxathiolane-2-carboxylic Acid L-Menthol Ester
(2R,5R)-(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl5-hydroxy-1,3-oxathiolane-2-carboxylate
(2S,5R)-5-Hydroxy-[1,3]-oxathiolane-2-carboxylic acid menthyl ester
MFCD08273790
(2R)-5-Hydroxy[1,3]oxathiolane-2-carboxylic Acid L-menthol Ester
(1R,2S,5R)-Menthol-5R-hydroxy-[1,3]-oxathiolane-2R-carboxylate
J-501004
(2R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
1,3-Oxathiolane-2-carboxylic acid, 5-hydroxy-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester, (2R,5R)-
AS-12489
[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] (2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylate
DTXSID90933035
EC 604-569-1
CS-0154345
(2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
SCHEMBL7868215
(2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid L-menthyl ester
147126-62-3
AKOS025296263
AC-561
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylate
5-methyl-2-(propan-2-yl)cyclohexyl 5-hydroxy-1,3-oxathiolane-2-carboxylate
(2R,5R)-(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 5-hydroxy-1,3-oxathiolane-2-carboxylate
HME
(2r,5r)-5-hydroxy-1,3-oxathiolane-2-carboxylic acid (1r,2s,5r)-5-methyl-2-(1-methylethyl)cyclohexyl ester
[1r-[1a(2r*,5r*),2b,5a]]-5-hydroxy-1,3-oxathiolane-2-carboxylic acid 5-methyl-2-(1-methylethyl)cyclohexyl ester
(2R,5R)-5-Hydroxy-[1,3]-oxathiolane-2-carboxylic acid menthyl ester (HME)
(2R,5R)-5-Hydroxy-[1,3]-oxathiolane-2-carboxylic acid menthyl ester
(1R,2S,5R)-Menthol-5
(1R,2S,5R)-Menthyl-5R-hydroxy-[1,3]-oxathiolane-2R-carboxylate

MDL Number

MFCD08273790

FAQ

What are the physical and chemical properties of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl (2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylate (CAS: 147126-62-3)?

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl (2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylate is a crystalline solid with a molecular weight of approximately 281.35 g/mol. It has a low solubility in water but is soluble in organic solvents. It is moderately reactive, particularly towards nucleophiles and reducing agents. This compound is typically used in the synthesis of other compounds and pharmaceuticals.

How is (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl (2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylate (CAS: 147126-62-3) typically synthesized?

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl (2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylate can be synthesized via a multi-step process involving ring-opening of a thioester, followed by stereoselective transformations. Commonly used catalysts include chiral auxiliaries and transition metals. The overall yield is moderate, around 50-70%, and the reaction conditions are optimized for high selectivity.

What industries use (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl (2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylate (CAS: 147126-62-3)?

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl (2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylate is primarily used in the pharmaceutical and chemical industries. It serves as a critical intermediate in the synthesis of various APIs and drug candidates. Additionally, it may find applications in the production of certain polymers and sensors, though its specific uses in these industries are limited.

What precautions should be taken when handling (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl (2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylate (CAS: 147126-62-3)?

When handling (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl (2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylate, it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coats. The compound should be stored in a cool, dry place away from direct sunlight and sources of ignition. Fume hoods should be used during handling to minimize exposure. In case of spill, immediately clean up using appropriate absorbent materials and dispose of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed information on handling and storage.