(S)-(-)-Trityl glycidyl ether
- Product Name
- (S)-(-)-Trityl glycidyl ether
- CAS No.
- 129940-50-7
- Chemical Name
- (S)-(-)-Trityl glycidyl ether
- Synonyms
- Trityl-(s)-glycidyl ether;(S)-TRITYL GLYCIDYL ETHER;(S)-GLYCIDYL TRITYL ETHER;(S)-GlycidylTritylEther>(S)-(-)-GLYCIDYL TRITYL ETHER;(S)-(-)-TRITYL GLYCIDYL ETHER;Triphenylmethyl glycidyl ether;(2S) 2 (TRITYLOXYMETHYL)OXIRANE;(S)-2-((trityloxy)methyl)oxirane;(S)-(-)-Glycidyl Trityl Esther
- CBNumber
- CB5747605
- Molecular Formula
- C22H20O2
- Formula Weight
- 316.39
- MOL File
- 129940-50-7.mol
(S)-(-)-Trityl glycidyl ether Property
- Melting point:
- 99-102 °C (lit.)
- alpha
- -10.5 º (c=1 in chloroform)
- Boiling point:
- 438.8±40.0 °C(Predicted)
- Density
- 1.146±0.06 g/cm3(Predicted)
- refractive index
- -11 ° (C=1, CHCl3)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- almost transparency in hot Methanol
- form
- powder to crystal
- color
- White to Light yellow
- optical activity
- [α]20/D 10.5°, c = 1 in chloroform
- InChI
- InChI=1S/C22H20O2/c1-4-10-18(11-5-1)22(24-17-21-16-23-21,19-12-6-2-7-13-19)20-14-8-3-9-15-20/h1-15,21H,16-17H2/t21-/m0/s1
- InChIKey
- XFSXUCMYFWZRAF-NRFANRHFSA-N
- SMILES
- O1C[C@H]1COC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
- CAS DataBase Reference
- 129940-50-7(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 456268
- Product name
- (S)-(?)-Glycidyl trityl ether
- Purity
- 98%
- Packaging
- 5g
- Price
- $175
- Updated
- 2025/07/31
- Product number
- G0285
- Product name
- (S)-Glycidyl Trityl Ether
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $66
- Updated
- 2025/07/31
- Product number
- G0285
- Product name
- (S)-Glycidyl Trityl Ether
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $194
- Updated
- 2025/07/31
- Product number
- T887958
- Product name
- (S)-(-)-TritylGlycidylEther
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- JK463794
- Product name
- (S)-Glycidyl Trityl Ether
- Purity
- 98%
- Packaging
- 1g
- Price
- $26
- Updated
- 2021/12/16
(S)-(-)-Trityl glycidyl ether Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powde
Uses
(S)-(-)-Glycidyl trityl ether may be used to prepare N-(p-alkoxy)benzoyl-2-methylindole-4-acetic acid analogs, which are potent prostaglandin D2 (PGD2) receptor antagonists. It may also be used as a starting material in the multi-step synthesis of (-)-actisonitrile.
Synthesis
76-83-5
57044-25-4
129940-50-7
The general procedure for the synthesis of triphenylmethyl-(S)-glycidyl ethers from triphenylchloromethane and (R)-oxirane-2-methanol is as follows: the preparation of triphenylmethyl-protected glycidyl alcohol derivative 401 was carried out with reference to the literature methodology (Schweizer et al., Synthesis 2007, 3807-3814; this literature is incorporated herein by reference). The procedure was as follows: under argon protection, (β)-glycidol (5.0 g, 61 mmol) was dissolved in CH2Cl2 (30 mL) and slowly added to a stirred solution of triamcinolone chloride (18.6 g, 66.8 mmol) and triethylamine (16.9 mL, 122 mmol) in CH2Cl2 (67 mL) via a syringe under ice-bath conditions. After the addition of glycidol was completed, DMAP (742 mg, 6.08 mmol) was added to the reaction mixture. Subsequently, the reaction system was gradually warmed up to room temperature. After the reaction was carried out for 14 hours, the reaction mixture was diluted with 300 mL of saturated NH4Cl aqueous solution. It was further diluted with water to about 1 L to dissolve the precipitated salt. The product was extracted from the quenched solution with Et2O (3×); the combined ether layers were washed with brine, dried over MgSO4, filtered through filter paper, and concentrated by rotary evaporation to give a white solid. The crude product was purified by recrystallization from boiling MeOH (200 mL), resulting in the target product 401 (14.1 g, 73% yield) as white crystals. The NMR analysis of the obtained product was in agreement with literature reports (Schweizer et al., Synthesis 2007, 3807-3814).
References
[1] Synthesis, 2007, # 24, p. 3807 - 3814
[2] Tetrahedron Letters, 2000, vol. 41, # 33, p. 6323 - 6326
[3] Journal of Organic Chemistry, 2003, vol. 68, # 8, p. 3026 - 3042
[4] Journal of Organic Chemistry, 2013, vol. 78, # 11, p. 5172 - 5183
[5] Patent: WO2010/53572, 2010, A2. Location in patent: Page/Page column 163
(S)-(-)-Trityl glycidyl ether Preparation Products And Raw materials
Raw materials
Preparation Products
(S)-(-)-Trityl glycidyl ether Suppliers
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View Lastest Price from (S)-(-)-Trityl glycidyl ether manufacturers
- Product
- (S)-(-)-Trityl glycidyl ether 129940-50-7
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 100kg/month
- Release date
- 2021-12-16
- Product
- (S)-(-)-Trityl glycidyl ether 129940-50-7
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- (S)-(-)-Trityl glycidyl ether 129940-50-7
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09