107033-44-3

Basic information

• Product Name: (2S,3S)-TRANS-2-METHYL-3-PHENYLOXIRANE- 2-METHANOL
• Synonyms: Oxiranemethanol,2-methyl-3-phenyl-,(2S,3S)-(9CI);2,3-EPOXY-2-METHYL-3-PHENYL-1-PROPANOL;2-methyl-3-phenylglycidol;(2S,3S)-(-)-trans-2-Methyl-3-phenylglycidol, (2S,3S)-trans-2-Methyl-3-phenyloxirane-2-methanol
• CAS NO: 107033-44-3
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• Product Categories: EPOXYDE
• Mol File: 107033-44-3.mol
• Article Data: 35

Chemical Properties

• Melting Point: ~55 °C
• Boiling Point: 273.9 °C at 760 mmHg
• Flash Point: 110 °C
• Appearance: /
• Density: 1.128 g/cm³
• Vapor Pressure: 0.00272mmHg at 25°C
• Refractive Index: 1.546
• Storage Temp.: −20°C
• CAS DataBase Reference: (2S,3S)-TRANS-2-METHYL-3-PHENYLOXIRANE- 2-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-TRANS-2-METHYL-3-PHENYLOXIRANE- 2-METHANOL(107033-44-3)
• EPA Substance Registry System: (2S,3S)-TRANS-2-METHYL-3-PHENYLOXIRANE- 2-METHANOL(107033-44-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 107033-44-3(Hazardous Substances Data)

Usage

General Description

The chemical compound "(2S,3S)-TRANS-2-METHYL-3-PHENYLOXIRANE-2-METHANOL" is a trans-2-methyl-3-phenyloxirane-2-methanol molecule with a stereochemistry of 2S,3S. It consists of a three-membered heterocyclic ring containing oxygen, with a methyl and phenyl group attached to it. The presence of a methanol group in the molecule suggests that it is capable of participating in various chemical reactions, including hydrogen bonding and solvent interactions. Its specific stereochemistry and functional groups make it a potentially interesting compound for use in pharmaceuticals, agrochemicals, and materials science. Further research and study may reveal its potential applications and properties in various fields.

InChI:InChI=1/C10H12O2/c1-10(7-11)9(12-10)8-5-3-2-4-6-8/h2-6,9,11H,7H2,1H3/t9-,10-/m0/s1

Upstream product

• 1504-55-8 (E)-3-phenyl-2-methyl-2-propenol 
• 7042-33-3 ethyl 2-methylcinnamate 
• 1199-77-5 α-methylcinnamic acid 
• 21370-57-0 methyl 2-methyl-3-phenylacrylate 
• 100-52-7 benzaldehyde 
• 1504-55-8 2-methyl-3-phenylprop-2-en-1-ol 
• 15174-47-7 α-methyl-trans-cinnamaldehyde 
• 76638-09-0 (2R,3S)-2-methyl-3-phenyloxirane-2-carbaldehyde 

Downstream Products

• 76638-09-0 trans-2-methyl-3-phenyloxirane-2-carbaldehyde 
• 90926-14-0 rac-2-methyl-3-phenyl-1,2-propanediol 
• 959628-18-3 2-methyl-3-phenyloxirane-2-carbaldehyde 
• 14366-91-7 syn-2-methyl-1-phenyl-1,3-propanediol 
• 4383-08-8 (S)-(+)-2-methyl-1-phenyl-2-propen-1-ol 
• 190315-21-0 (2S,3S)-2-Methyl-3-phenyl-2-vinyl-oxirane 
• 102285-75-6 isopropyl (2SR,3SR)-2-methyl-3-hydroxy-3-phenylpropionate 
• 102285-74-5 isopropyl (2SR,3RS)-2-methyl-3-hydroxy-3-phenylpropionate 
• 17226-81-2 ethyl (2R*,3R*)-3-hydroxy-2-methyl-3-phenylpropanoate 

Relevant articles and documents

Nb(salan)-catalyzed asymmetric epoxidation of allylic alcohols with hydrogen peroxide

(Chemical Presented) Bridging the catalyst: The dimeric complex [(m-oxo){Nb(salan)}2] catalyzes asymmetric epoxidation of allylic alcohols by hydrogen peroxide to give epoxy alcohols with good to high enantioselectivities irrespective of the olefin geometry (see scheme).

Design, synthesis and antitumor activity evaluation of Chrysamide B derivatives

Marine natural products derived from special or extreme environment provide an important source for the development of anti-tumor drugs due to their special skeletons and functional groups. In this study, based on our previous work on the total synthesis and structure revision of the novel marine natural product Chrysamide B, a group of its derivatives were designed, synthesized, and subsequently of which the anti-cancer activity, structure-activity relationships and cellular mechanism were explored for the first time. Compared with Chrysamide B, better anti-cancer performance of some derivatives against five human cancer cell lines (SGC-7901, MGC-803, HepG2, HCT-116, MCF-7) was observed, especially for compound b-9 on MGC-803 and SGC-7901 cells with the IC 50 values of 7.88 ± 0.81 and 10.08 ± 1.08 μM, respectively. Subsequently, cellular mechanism study suggested that compound b-9 treatment could inhibit the cellular proliferation, reduce the migration and invasion ability of cells, and induce mitochondrial-dependent apoptosis in gastric cancer MGC-803 and SGC-7901 cells. Furthermore, the mitochondrial-dependent apoptosis induced by compound b-9 is related with the JAK2/STAT3/Bcl-2 signaling pathway. To conclude, our results offer a new structure for the discovery of anti-tumor lead compounds from marine natural products.

Chrysamide B derivative with anti-tumor activity and preparation and application of Chrysamide B derivative

The invention belongs to the field of medicinal chemistry, and particularly relates to a marine natural product Chrysamide B and a derivative thereof. The marine natural product Chrysamide B comprisesstereoisomers or pharmaceutically acceptable salts, solvates and prodrugs of the marine natural product Chrysamide B, general formulas are shown in a formula (I), a formula (II) and a formula (III).The invention also provides preparation and application of the compound. The compound has an anti-cancer effect; the compound has good inhibitory activity on digestive system cancers, leukemia, livertumors, non-small cell lung cancers, cervical cancers, breast cancers and the like and has the effects of inducing tumor cell apoptosis, activating apoptosis protein expression, retarding cycle, inhibiting proliferation and the like and is a potential antitumor drug.

Tungsten-catalyzed asymmetric epoxidation of allylic and homoallylic alcohols with hydrogen peroxide

A simple, efficient, and environmentally friendly asymmetric epoxidation of primary, secondary, tertiary allylic, and homoallylic alcohols has been accomplished. This process was promoted by a tungsten-bishydroxamic acid complex at room temperature with the use of aqueous 30% H2O2 as oxidant, yielding the products in 84-98% ee.