186606-17-7

Basic information

• Product Name: (S)-(-)-1 2 3 4-TETRAHYDRO-2 3-ISO-
• Synonyms: (S)-(-)-1 2 3 4-TETRAHYDRO-2 3-ISO-;(3aS)-4,9,3a,9a-Tetrahydro-1,3-oxazolidino[3,4-b]isoquinoline-1,3-dione;(S)-(-)-1,2,3,4-tetrahydro-2,3-iso-quinolinedicar;(S)-(?-1,2,3,4-Tetrahydro-2,3-isoquinolinedicarboxylic anhydride;(3aS)-4,9,3a,9a-Tetrahydro-1,3-oxazolidino[3,4-b]isoquinoline-1,3-dione,98%, 99%ee;(10AS)-10,10a-dihydro[1,3]oxazolo-[3,4-b]isoquinoline-1,3(5H)-dione;(10aS)-10,10a-dihydro-5H-[1,3]oxazolo[3,4-b]isoquinoline-1,3-dione;(10aS)-10,10a-dihydro-5H-oxazolo[3,4-b]isoquinoline-1,3-dione
• CAS NO: 186606-17-7
• Molecular Formula: C11H9NO3
• Molecular Weight: 203.19406
• Mol File: 186606-17-7.mol

Chemical Properties

• Melting Point: 174-178 °C(lit.)
• Boiling Point: 328°Cat760mmHg
• Flash Point: 152.2°C
• Appearance: /
• Density: 1.43g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.648
• PKA: -2.38±0.20(Predicted)
• CAS DataBase Reference: (S)-(-)-1 2 3 4-TETRAHYDRO-2 3-ISO-(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-1 2 3 4-TETRAHYDRO-2 3-ISO-(186606-17-7)
• EPA Substance Registry System: (S)-(-)-1 2 3 4-TETRAHYDRO-2 3-ISO-(186606-17-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 186606-17-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Synthesis:
(S)-(-)-1 2 3 4-TETRAHYDRO-2 3-ISOis used as a key intermediate in the pharmaceutical industry for the synthesis of various drugs and medications. Its unique properties and reactivity contribute to the development of novel therapeutic agents.
Used in the Treatment of Neurological Disorders:
In the medical field, (S)-(-)-1 2 3 4-TETRAHYDRO-2 3-ISOis explored as a potential treatment for neurological disorders. Its specific interactions and effects on the nervous system make it a promising candidate for further research and development.
Used in the Production of Other Organic Compounds:
(S)-(-)-1 2 3 4-TETRAHYDRO-2 3-ISOalso serves as an intermediate in the production of other organic compounds, highlighting its versatility and importance in the field of organic chemistry.

InChI:InChI=1/C11H9NO3/c13-10-9-5-7-3-1-2-4-8(7)6-12(9)11(14)15-10/h1-4,9H,5-6H2/t9-/m0/s1

Upstream product

• 115962-35-1 (3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinole-3-carboxylic acid 
• 75-44-5 phosgene 
• 74163-81-8 L-Tic-OH 

Relevant articles and documents

Derivatives of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

-The following derivatives of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid have been prepared in their (S)-form and as racemates: hydrochloride of methyl ester, N-carboxy anhydride, and N-acetyl derivative. All the substances were fully characterised

Diastereoselective Alkylation of Tricyclic Lactim Ethers

Alkylations of tricyclic 1-methoxy-3,6,11,11a-tetrahydro-4H-pyrazino[1,2-b]isoquinolin-4-one (5) were studied under various conditions. The highest conversions were obtained when LDA or LHMDS were used for the deprotonation step. The diastereoselectivity turned out to be highly dependent on the electrophile. While methyl iodide, isobutyl bromide, 4-methylpent-3-enyl bromide, and isopropyl bromide yielded mixtures of trans and cis diastereomers 10 and 11, respectively, allyl bromide, 3-methylbut-2-enyl bromide, and benzyl bromide yielded the trans-product 10 with high diastereoselectivity. X-ray crystal structures of 5 and its synthetic precursor 9 were determined. The alkylated lactim ethers 10a,c,g and 11a-c were converted into the corresponding dioxopiperazines 12a,c,g and 13a-c in high yields.