145107-27-3

Basic information

• Product Name: (3AR)-3A 5A 6A 6B-TETRAHYDRO-2 2-DI-
• Synonyms: (3AR)-3A 5A 6A 6B-TETRAHYDRO-2 2-DI-;(3ar)-3A,5A,6A,6B-tetrahydro-2,2-di-methyloxireno;(3AR)-3A,5A,6A,6B-TETRAHYDRO-2,2-DI-METH;[3ar-(3aα,5aβ,6aβ,6bα)]-3a,5a,6a,6b-tetrahydro-2,2-dimethyloxireno[e]-1,3-benzodioxole;Oxireno[e]-1,3-benzodioxole,3a,5a,6a,6b-tetrahydro-2,2-dimethyl-,(3aR,5aR,6aR,6bR)-(9CI);[3aR-(3aα,5aβ,6aβ,6bα)]-3a,5a,6a,6b-Tetrahydro-2,2-diMethyl oxireno[e]-1,3-benzodioxole,96%
• CAS NO: 145107-27-3
• Molecular Formula: C₉H₁₂O₃
• Molecular Weight: 168.191
• Product Categories: EPOXYDE;Chiral Building Blocks;Epoxides;Organic Building Blocks
• Mol File: 145107-27-3.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 79 °C1.5 mm Hg(lit.)
• Flash Point: 198 °F
• Appearance: /
• Density: 1.101 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.118mmHg at 25°C
• Refractive Index: n20/D 1.476(lit.)
• Storage Temp.: ?20°C
• CAS DataBase Reference: (3AR)-3A 5A 6A 6B-TETRAHYDRO-2 2-DI-(CAS DataBase Reference)
• NIST Chemistry Reference: (3AR)-3A 5A 6A 6B-TETRAHYDRO-2 2-DI-(145107-27-3)
• EPA Substance Registry System: (3AR)-3A 5A 6A 6B-TETRAHYDRO-2 2-DI-(145107-27-3)

Safety Data

• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 145107-27-3(Hazardous Substances Data)

Usage

General Description

(3AR)-3A 5A 6A 6B-TETRAHYDRO-2 2-DI- is a synthetic chemical compound with molecular formula C22H36N2O2. It is a tetrahydro derivative of 2,2-di- which is commonly used in the synthesis of various pharmaceuticals and organic compounds. The compound is known for its potential pharmacological activities and has been studied for its potential therapeutic applications, particularly in the treatment of neurological disorders. Its unique chemical structure and properties make it a valuable building block for the development of new drugs and research in the field of medicinal chemistry.

InChI:InChI=1/C9H12O3/c1-9(2)11-6-4-3-5-7(10-5)8(6)12-9/h3-8H,1-2H3/t5-,6-,7-,8-/m1/s1

Upstream product

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• 17793-95-2 cis-1,2-dihydrocatechol 
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• 120063-28-7 anti-3,5,7,8-tetraoxa-4,4-dimethyl-tricyclo<5.2.2.0^2,6>undec-10-ene 
• 80409-75-2 cis-2,2-dimethyl-3a,7a-dihydrobenzo[1,3]dioxole 
• 261631-95-2 (-)-(1S)-1-{(4S,5S)-5-[(1S)-1-hydroxy-2-propenyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-propen-1-ol 
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• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 

Downstream Products

• 138-59-0 (3S,4S,5S)-3,4,5-trihydroxycyclohex-1-enecarboxylic acid 
• 1215209-57-6 (1S,2S,5R,6S)-2-phenylselenyl-5,6-isopropylidenedioxycyclohex-3-en-1-ol 
• 143308-56-9 (+/-)-9-<(1'S,2'S,3'S,4'S)-2',3',4'-trihydroxycyclohexanyl>adenine 
• 143308-56-9 (+/-)-9-<(1'R,2'S,3'S,4'S)-2',3',4'-trihydroxycyclohexanyl>adenine 
• 143308-55-8 (+/-)-9-<(1'S,2'S,3'S,4'S)-2',3',4'-trihydroxy-5'-cyclohexenyl>adenine 
• 143308-55-8 (+/-)-9-<(1'R,2'S,3'S,4'S)-2',3',4'-trihydroxy-5'-cyclohexenyl>adenine 
• 143308-61-6 (+/-)-9-<(1'S,3'R,4'S)-3',4'-dihydroxycyclohexanyl>adenine 
• 143308-60-5 (+/-)-9-<(1'R,3'R,4'S)-3',4'-dihydroxy-5'-cyclohexenyl>adenine 
• 143308-67-2 (+/-)-9-<(3'R,4'S)-3',4'-dihydroxy-1'-cyclohexenyl>adenine 
• 143308-63-8 4-(6-aminopurin-9-yl)phenol 
• 155239-00-2 conduramine F₄ 
• 526-87-4 (+/-)-Conduritol F 
• 143308-53-6 (1β,2α,3α,6α)-6-methoxycyclohex-4-ene-1,2,3-triol 

Relevant articles and documents

A C 2-symmetric chiral pool-based flexible strategy: Synthesis of (+)- and (-)-shikimic acids, (+)- and (-)-4- epi -shikimic acids, and (+)- and (-)-pinitol

Via combination of a novel acid-promoted rearrangement of acetal functionality with the controlled installation of the epoxide unit to create the pivotal epoxide intermediates in enantiomerically pure form, a simple, concise, flexible, and readily scalable enantiodivergent synthesis of (+)- and (-)-shikimic acids and (+)- and (-)-4-epi-shikimic acids has emerged. This simple strategy not only provides an efficient approach to shikimic acids but also can readily be adopted for the synthesis of (+)- and (-)-pinitols. These concise total syntheses exemplify the use of pivotal allylic epoxide 14 and its enantiomer ent-14. A readily available inexpensive C2-symmetric l-tartaric acid (7) served as key precursor. In general, the strategy here provides a neat example of the use of a four-carbon chiron and offers a good account of the synthesis of functionalized cyclohexane targets.

Chemoenzymatic synthesis of glycosyl-deoxyinositol derivatives. First example of a fagopyritol β-analogue containing an aminoinositol unit

The first synthesis of two fagopyritol β-analogues (β-d-galactopyranosyl-(1′→1)-conduramine F-4 and β-d-galactopyranosyl-(1′→3)-4-aminodeoxy-l-chiro-inosito l) has been accomplished by a chemoenzymatic route in satisfactory yields. The key step of the synthesis is the TMSOTf-promoted glycosylation reaction of a deoxyconduritol derivative. The methodology is amenable to scale-up and expandable to the preparation of other pseudofagopyritols.

Novel deoxy-selenylconduritols: chemoenzymatic synthesis and biological evaluation

The first synthesis of two selenyldeoxycyclitols (4-bromo-2-phenylselenyl conduritol F and 6-phenylselenylconduritol F) is reported via a chemoenzymatic enantioselective route. The key step of the synthesis is the selenolysis of a vinyl epoxide. The new compounds were evaluated for their capacity to inhibit the growth of different microorganisms using a modification of the agar diffusion technique with thin layer chromatography plates as support.