99603-55-1

Basic information

• Product Name: 1,3-Dioxolane-4-carboxaldehyde, 2,2,5-trimethyl-, (4S,5R)- (9CI)
• Synonyms: 1,3-Dioxolane-4-carboxaldehyde, 2,2,5-trimethyl-, (4S,5R)- (9CI)
• CAS NO: 99603-55-1
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.16838
• Product Categories: ALDEHYDE
• Mol File: 99603-55-1.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3-Dioxolane-4-carboxaldehyde, 2,2,5-trimethyl-, (4S,5R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxolane-4-carboxaldehyde, 2,2,5-trimethyl-, (4S,5R)- (9CI)(99603-55-1)
• EPA Substance Registry System: 1,3-Dioxolane-4-carboxaldehyde, 2,2,5-trimethyl-, (4S,5R)- (9CI)(99603-55-1)

Safety Data

• Hazardous Substances Data: 99603-55-1(Hazardous Substances Data)

Usage

General Description

"1,3-Dioxolane-4-carboxaldehyde, 2,2,5-trimethyl-, (4S,5R)-" is a chemical compound with a molecular formula of C8H14O3. It is also known as (4S,5R)-4,5-dimethyl-1,3-dioxolane-4-carboxaldehyde or Isopilocarpine. 1,3-Dioxolane-4-carboxaldehyde, 2,2,5-trimethyl-, (4S,5R)- (9CI) is a derivative of dioxolane and is commonly used in the synthesis of various pharmaceuticals. It is used as an intermediate in the production of pilocarpine, which is a drug used to treat glaucoma and dry mouth. It is also used as a chiral building block in organic chemistry, due to its steric and electronic properties, making it a versatile compound for various chemical reactions. However, it is important to handle this compound with care, as it can be hazardous if not handled properly.

Upstream product

• 36183-27-4 cis-2,2,5-Trimethyl-1,3-dioxolan-4-carbonsaeure-methylester 
• 96613-68-2 (2S*,3R*)-methyl 2,3-dihydroxybutanoate 

Downstream Products

• 220567-79-3 (S)-5-[(R)-((4S,5R)-2,2,5-Trimethyl-[1,3]dioxolan-4-yl)-trimethylsilanyloxy-methyl]-5H-furan-2-one 
• 1360926-11-9 C₂₁H₂₇F₃O₆ 
• 1360926-12-0 C₂₁H₂₇F₃O₆ 
• 132163-92-9 N-Benzyl-N-[(S)-3-oxo-1-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propyl]-acetamide 
• 106062-14-0 (4S,5R)-4-((R)-1-Benzyloxy-but-3-enyl)-2,2,5-trimethyl-[1,3]dioxolane 
• 144829-98-1 (3S,4R)-3,4-(isopropylidenedioxy)-2-propanone 
• 220568-02-5 (3R,4S,5R)-3-Iodomethyl-4-methoxy-5-(4-methoxy-benzyloxy)-5-((4S,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-pentanoic acid tert-butyl ester 
• 220568-00-3 (3R,4S,5R)-4-Hydroxy-3-iodomethyl-5-(4-methoxy-benzyloxy)-5-((4S,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-pentanoic acid tert-butyl ester 
• 220567-95-3 (3R,4S,5R)-4-Formyloxy-3-iodomethyl-5-(4-methoxy-benzyloxy)-5-((4S,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-pentanoic acid tert-butyl ester 
• 220567-91-9 {(2S,3R)-5-Hydroxy-2-[(R)-(4-methoxy-benzyloxy)-((4S,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-methyl]-tetrahydro-furan-3-yl}-acetic acid tert-butyl ester 
• 220567-88-4 {(2S,3R)-2-[(R)-(4-Methoxy-benzyloxy)-((4S,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-methyl]-5-oxo-tetrahydro-furan-3-yl}-acetic acid tert-butyl ester 
• 220567-85-1 (S)-5-[(R)-(4-Methoxy-benzyloxy)-((4S,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-methyl]-5H-furan-2-one 
• 469903-96-6 (4R,5R)-4-Ethynyl-2,2,5-trimethyl-[1,3]dioxolane 
• 482331-68-0 ethyl (2R,3S,4S,5R)-3-benzyloxy-2-[N-(benzyloxycarbonyl)amino]-4,5-isopropylidenedioxyhexanoate 

Relevant articles and documents

Molecular and Crystal Structure of Hyptolide, a Naturally Occurring α,β-Unsaturated δ-Lactone

Hyptolide, a six-membered, α,β-unsaturated C12 lactone, has been reisolated from Hyptis pectinata Poit.Detailed 1H and 13C NMR spectroscopic studies and a crystal structure determination on the basis of single-crystal X-ray diffraction data collected at 293 K provide evidence for the detailed structure and relative configuration of hyptolide.The crystal structure has been determined from 2261 most significant X-ray intensities and refined to an R factor of 0.065.The space group is P21 and the cell parameters are a = 7.629(2), b = 24.639(3), c = 10.468(2) Angstroem and β = 90.64(2) deg.The absolute configuration is established by synthesis of 10(S),11(R)-dihydroxydodecanoic acid, the enantiomer of an acid previously produced by exhaustive hydrogenation of hyptolide.On the basis of the combined evidence, supported by chiroptical data, hyptolide can now be formulated as 6R-(1Z,3S,5R,6S)-5,6-dihydro-6--2H-pyran-2-one.Its relation to other C12-lactones of natural origin is briefly discussed.